宋振雷，男，博士，四川大學華西藥學院教授，博士生導師，科研副院長。
基本介紹
- 中文名：宋振雷
- 國籍：中國
- 畢業院校：蘭州大學
- 學位/學歷：博士
- 職務：四川大學華西藥學院科研副院長
- 職稱：教授
人物經歷,獲獎記錄,科研項目,研究課題,發表論文,
人物經歷
1996-2000 蘭州大學化學系基地班，本科。
2000-2005 蘭州大學化學系有機化學專業碩博連讀，師從中國科學院院士塗永強教授。
2005-2008 美國明尼蘇達大學化學系，後轉至威斯康星大學麥迪遜分校藥學院博士後，師從Richard. P Hsung 教授。
2008-2012 四川大學華西藥學院， 副教授。
2012-至今 四川大學華西藥學院，教授。
2012-2013四川大學華西藥學院，科研秘書。
2013-2014四川大學華西藥學院，院長助理。
2014-至今 四川大學華西藥學院，科研副院長。
獲獎記錄
1、2008年四川省衛生廳第八批學術技術帶頭人後備人選
2、2009，2011年度四川大學優秀青年骨幹教師獎勵
3、2012年四川大學引進人才（2008年進校）“優秀”獎
4、2012年“教育部新世紀優秀人才支持計畫”
5、2013年“中國化學會青年化學獎”
6、2014 Asian Core Program Lectureship Award
7、2017年國家自然科學基金優青項目獲得者
科研項目
1、國家自然科學基金青年基金：“Silicon-Tethered分子內Corey-Chaykovsky和Tandem Heterocyclopropylolefin環化反應研究” 2009-2011，主持
2、國家自然科學基金面上項目：“雙矽化合物反應及天然產物合成套用研究” 2012-2015，主持
3、教育部新世紀優秀人才支持計畫：“天然產物及藥物合成” 2013-2015，主持
4、國家自然科學基金優青項目：“有機矽化學”2017-2019，主持
5、教育部高校博士點新教師基金：“Silicon-Tethered的分子內Corey-Chaykovsky反應研究” 2009-2011，主持
6、四川大學優秀青年學者科研基金“雙矽化合物反應及天然產物合成套用研究” 2011-2014，主持
7、科技部973課題：“重要天然產物的仿生和生物合成” 2010-2014，學術骨幹
8、國家自然科學基金創新群體科學基金項目：“高選擇性的有機合成新反應與新策略” 2011-2016，學術骨幹
9、國家自然科學基金委重大項目：“具有重要藥用價值的多環天然產物高效合成” 2013-2017，學術骨幹
研究課題
課題組專注於新型功能性有機矽分子的開發、反應及套用研究。近年來圍繞結構新穎的功能性有機矽合成子−−偕雙矽[Geminal Bis(silane)]開展了系統的研究，並取得了以下三個方面的進展：（1）解決了構建偕雙矽這一空間極度擁擠結構的挑戰性難題，開發了偕雙矽烯醇衍生物、烯醛、二烯、高烯丙醇等結構多樣的偕雙矽合成子，實現了功能性偕雙矽多樣、實用的高效合成。（2）系統地探明了偕雙矽所蘊含的立體效應、電子效應、矽遷移、雙官能團性等特殊性質和功能，發展了十多類新穎的偕雙矽反應方法學，實現了幾類常規化學、區域和立體選擇性的有效反轉，解決了分子間Diels-Alder反應exo-選擇性控制、大位阻結構去質子化、遠距離[1,5]-矽遷移、以及cis-Z四氫吡喃環構建等若干合成難題。（3）以偕雙矽反應方法學為關鍵策略，實現了(-)-Exiguolide、Nematocidal Oxylid的全合成，以及明星天然產物Bryostatins B、C環的高效構建，凸顯了偕雙矽合成子及化學的重要套用價值。
發表論文
2008-至今
55. Chu, Y.; Pu, Q.; Tang, Z. X.; Gao, L.; Song, Z. L.* Enantioselective Synthesis of Crotyl Geminal Bis(silane) and Its Usage for Asymmetric Sakurai Allylation of Acetals Tetrahedron Lett. 2017, ASAP.
54. Chu, Z. W.; Wang, K.; Gao, L.; Song, Z. L.* Chiral Crotyl Geminal Bis(silane): A Useful Reagent for Asymmetric Sakurai Allylation by Selective Desilylation-enabled Chirality Transfer Chem. Commun. 2017, 53(21), 3078-3081.
53. Hu, J.; Gao, L.*; Song, Z. L.* Study on Regio- and Diastereoselective Epoxide Opening/Halogenation of Geminal Bis(silyl) 2,3-Epoxy Alcohols Chinese Journal of Synthetic Chemistry, 2017, 25(4), 277-281.
52. Liu, Z. J.; Lin, X. L.; Yang, N.; Su, Z. S.*; Hu, C. W.; Xiao, P. H.; He, Y. Y.; Song, Z. L.* Unique Steric Effect of Geminal Bis(silane) to Control the High Exo-selectivity in Intermolecular Diels-Alder Reaction J. Am. Soc. Chem. 2016, 138(6), 1877-1883.
51. Lin, X. L.; Gan, Z. B.; Lu, J.; Su, Z. S.; Hu, C. W.; Zhang, Y. B.; Wu, Y.; Gao, L.*; Song, Z. L.* Visible Light-promoted Radical Cyclization of Silicon-tethered Alkyl Iodide and Phenyl Alkyne. An Efficient Approach to Synthesize Benzosilolines Chem. Commun. 2016, 52(36), 6189-6192.
50. Gan, Z. B.; Chu, Z. W.; Hu, J.; Su, Z. S.; Hu, C. W.; Gao, L.; Song, Z. L.* Tunable Reactivity of Geminal Bis(silyl) Enol Derivatives Leading to Selective exo-IEDDA or Sakurai Allylation with a β,γ-Unsaturated Ketoester Chem. Commun. 2016, 52(66), 10137-10140.
49. Huang, Z. G.; Gao, L.*; Song, Z. L.* Asymmetric Alkylation or Silylation of (S)-(–)-Diphenylprolinol-derived α-Silyl Amide to Synthesize Optically Pure α-Monosilyl or Bis(silyl) Amides Tetrahedron Lett. 2016, 57(26), 2861-2864.
48. Li, H. Z.; Xie, H. M.; Zhang, Z. G.; Xu, Y. J.; Lu, J.; Gao, L.; Song, Z. L.* Total Synthesis of (–)-Exiguolide via an Organosilane-based Strategy Chem. Commun 2015, 51(40), 8484-8487.
47. Li, L. J.; Sun, X. W.; He, Y. Y.; Gao, L.; Song, Z. L.* TMSBr/InBr3-promoted Prins Cyclization/Homobromination of Dienyl Alcohol with Aldehyde to Construct cis-THP Containing an Exocyclic E-Alkene Chem. Commun 2015, 51(80), 14925-14928. (The 3 most downloaded article between July-Sept. 2015)
46． Li, L. J.; Chu, Y.; Gao, L.; Song, Z. L.* Geminal Bis(silane)-controlled Regio- and Stereoselective Oxidative Heck Reaction of Enolethers with Terminal Alkenes to Give Push-pull 1,3-DienesChem. Commun 2015, 51(85), 15546-15549.
45. Xu, Y. J.; Yin, Z. P.; Lin, X. L.; Gan, Z. B.; He, Y. Y.; Gao, L.; Song, Z. L.* 1,4-Hydroiodination of Dienyl Alcohols with TMSI to Form Homoallylic Alcohols Containing a Multisubstituted Z-Alkene and Application to Prins Cyclization. Org. Lett. 2015, 17(8), 1846-1849.
44. Yin, Z. P.; Liu, Z. J.; Huang, Z. G.; Chu, Y.; Chu, Z. W.; Hu, J.; Gao, L.*; Song, Z. L.* Synthesis of Functionalized γ-Lactone via Sakurai exo-Cyclization/Rearrangement of 3,3-Bis(silyl) Enol Ester with a Tethered Acetal. Org. Lett. 2015, 17(6), 1553-1556.
43. Zhang, Z. G.; Xie, H. M.; Li, H. Z.; Gao, L.; Song, Z. L.* Total Synthesis of (–)-Exiguolide. Org. Lett. 2015, 17(19), 4706-4709.
42. Li, L. J.; Zhang, Y. B.; Gao, L.*; Song, Z. L.* Recent Advances in C-Si Bond Activation via a Direct Transition Metal Insertion. Tetrahedron Lett. 2015, 56(12), 1466-1473.
41. Wu, Y.; Gao, L.*; Song, Z. L.* Recent Advances in Silicon-stereogenic Chiral Organosilanes. Chemistry, 2015, 78, 676-680.
40. Wu, Y.; Li, L. J.; Li, H. Z.; Gao, L.; Xie, H. M.; Zhang, Z. G.; Su, Z. S.; Hu, C. W.*; Song, Z. L.* Regioselective Nucleophilic Addition of Organometallic Reagents to 3‑Geminal Bis(silyl) N‑Acyl Pyridinium Org.Lett. 2014, 16(7), 1880-1883. [Highlight in SYNFACTS, 2014,10, 0743].
39. Lin, X. L.; Ye, X. C.; Sun, X. W.; Zhang, Y. B. Gao, L.; Song, Z. L.* [1,5]-Anion Relay via Intramolecular Proton Transfer To Generate 3,3-Bis(silyl) Allyloxy Lithium: A Useful Scaffold for Syn-Addition to Aldehydes and Ketones Org. Lett. 2014, 16(4), 1084-1087 [Highlight in SYNFACTS, 2014,10, 0522.].
38. Sun, C. Z.; Zhang, Y. B.; Xiao, P. H.; Li, H. Z.; Sun, X. W.; Song, Z. L.* Intramolecular [1,4]-S- to O‑Silyl Migration: A Useful Strategy for Synthesizing Z‑Silyl Enol Ethers with Diverse Thioether Linkages. Org. Lett. 2014, 16(3), 984-987.
37. Ye, X. C.; Sun, X. W.; Huang, Z. G.; Yang, N.; Su, Z. S.; Hu, C. W.; Song, Z. L.* Regioselective 1,4- Over 1,2-Addition of 3,3-Bis(silyl) Allyloxy Lithium to Enals, Enones and Enoates. The Remarkable α-Effect of Silicon. Org. Biomol. Chem. 2014, 12(19), 3021-3025.
36. Gao, L.; Lu, J.; Song, Z. L.*; Lin, X. L.: Xu, Y. J.; Yin, Z. P. [1,5]-Brook Rearrangement: An Overlooked but Valuable Silyl Migration to Synthesize Configurationally Defined Vinylsilane. The Unique Steric and Electronic Effects of Geminal Bis(silane) Chem. Commun. 2013, 49(79), 8961-8963.
35. Gao, L.; Lu, J.; Song, Z. L.* Recent Efforts to Construct The B-Ring of Bryostatins Chem. Commun. 2013,49(87), 10211-10220. (Invited Feature Article)
34. Li, L. J.; Ye, X. C,; Wu, Y.; Gao, L.; Song, Z. L.*; Yin, Z. P.; Xu, Y. J. Sakurai Reaction of 3,3-Bis(silyl) Silyl Enol Ethers with Acetals Involving Selective Desilylation of the Geminal Bis(silane). Concise Synthesis of Nematocidal Oxylipid Org. Lett. 2013, 15(5), 1068-1071.
33. Yan, L. J.; Sun, X. W.; Li, H. Z.; Song, Z. L.*; Liu, Z. J. Geminal Bis(silyl) Enal: A Versatile Scaffold for Stereoselective Synthesizing C,O-Disilylated Allylic Alcohols Based upon Anion Relay Chemistry Org. Lett. 2013, 15(5), 1104-1107.
32. Sun, X. W.; Song, Z. L.*; Li, H. Z.; Sun, C. Z. [1,4]-S- to O-Silyl Migration: Multicomponent Synthesis of α-Thioketones through Chemoselective Transformation of Esters to Ketones with Organolithium Reagents. Chem. Eur. J. 2013, 19(51), 17589-17594.
31. Gao, L.; Zhang, Y. B.; Song, Z. L.* Exploration of Versatile Geminal Bis(silane) Chemistry Synlett 2013, 24(2), 139-144. (Invited SYNPACT Article)
30. Lu, J.; Song, Z. L.*; Zhang, Y. B.; Gan, Z. B.; Li, H. Z. Prins Cyclization of Bis(silyl) Homoallylic Alcohols to Form 2,6-cis-Tetrahydropyrans Containing a Geometrically Defined Exocyclic Vinylsilane: Efficient Synthesis of Ring B of the Bryostatins Angew. Chem. Int. Ed. 2012, 51(22), 5367-5370. [Highlight in Org. Chem. Highlights 2013, January 14;Chin. J. Org. Chem. 2012, 32, 1553.]
29. Sun, X. W.; Lei, J.; Sun, C. Z.; Song, Z. L.*; Yan. L. J. [1,5]-Anion Relay/[2,3]- Wittig Rearrangement of 3,3-Bis(silyl) Allyl Enol Ethers: Synthesis of Useful Vinyl Bis(silane) Species Org. Lett. 2012, 14(4), 1094-1097. [Highlight in SYNFACTS, 2012,8, 0544.]
28. Gao, L.; Lin, X. L.; Lei, J.; Song, Z. L.*; Lin, Z. Bissilyl Enal: A Useful Linchpin for Synthesis of Functionalized Vinylsilane Species by Anion Relay ChemistryOrg. Lett. 2012, 14(1), 158-161.
27. Gan, Z. B.; Wu, Y.; Gao, L.; Sun, X. W.; Lei, J.; Song, Z. L.*; Li, L. J.. Studies on retro-[1,4] Brook Rearrangement of 3-Silyl Allyloxysilanes. Observation of the Formation of Unusual 3,3-Bissilyl Enols Tetrahedron 2012, 68(34), 6928-6934.
26. Song, Z. L.; Fan, C. A.; Tu, Y. Q.* Semipinacol Rearrangement in Natural Product Synthesis Chem. Rev. 2011, 111(11), 7523-7556.
25. Song, Z. L.*; Kui, L. Z.; Sun, X. W.; Li, L. J. Addition of TMS-Substituted Oxiranyl Anions to Acylsilanes. A Highly Stereoselective Approach to Tetrasubstituted (Z)-β- Hydroxy-α-TMS Silyl Enol Ethers Org. Lett. 2011, 13(6), 1440-1443.
24. Wang, C.; Gan, Z. B.; Lu, J.; Wu, X.; Song, Z. L.* A Highly Stereoselective Approach to Tetrasubstituted (E)-β-Hydroxy Silyl Enol Ethers by Addition of Aryl-Substituted Oxiranyl Anions to Acylsilanes Tetrahedron Lett. 2011, 52(19), 2462-2464.
23. Wu, X.; Lei, J.; Song, Z. L.* Synthesis of Cyclic β-Silylenones via Oxidative Rearrangement of Tertiary α-Hydroxy Allylsilanes with PCC Chinese. Chem. Lett. 2011, 22(3), 306-309.
22. Song, Z. L.*; Lei, Z; Gao, L.; Wu, X.; Li, L. J. Efficient Approach to 3,3-Bissilyl Carbonyl and Enol Derivatives via Retro-[1,4] Brook Rearrangement of 3-Silyl Allyloxysilanes Org. Lett. 2010, 12(22), 5298-5301. [Highlight in SYNFACTS, 2011 (2), 0194.]
21. Song, Z. L.*; Lohseb, A. G.; Hsung, R. P.* Challenges in the synthesis of a unique mono-carboxylic acid antibiotic, (+)-zincophorin. Nat. Prod. Rep. 2009, 26, 560-571.
博士及博士後
20. Kenealey, J. D.; Subramanian, L.; Van Ginkel, P. R.; Darjatmoko, S.; Lindstrom, M. J.; Somoza,V.; Ghosh, S. K.; Song, Z. L.; Hsung, R. P.; Kwon, G. S.; Eliceiri, K.; Albert, D. M.; Polans, A. S. Resveratrol Metabolites Do Nor Elicit Early Pro-Apoptotic Mechanisms in Neuroblastoma Cells. J. Agric. Food. Chem. 2011, 59, 4979-4986.
19. Lu, T.; Hayashi, R.; DeKorver, K. A.; Lohse, A. G.; Song, Z. L.; Hsung, R. P. Synthesis of Amido-Spiro[2.2]Pentanes via Simmons-Smith Cyclopropanation of Allenamides. Organic Biomol. Chem. 2009, 9, 3331-3337 [Hot Paper].
18. Lu, T.; Song, Z. L.; Hsung, R. P. A Mutually-Facial Selective Cyclopropanation of Chiral Enamides Using Dirhodium (II) Carbenoids. Org.Lett. 2008, 10, 541-544.
17. Song, Z. L.; Lu, T.; Hsung, P. R.; Al-Rashid, Z. F., Ko, C.; Tang, Y. Highly Stereoselective Simmons-Smith Cyclopropanations of Chiral Enamides. Angew.Chem.Int.Ed. 2007, 46, 4069-4072.
16.Song, Z. L.; Hsung, R. P.; Lu, T.; Lohse, A. G. Studies on a Urea-Directed Stork-Crabtree Hydrogenation. Synthesis of the C1-C9 Subunit of (+)-Zincophorin. J.Org. Chem. 2007, 72, 9722-9731.
15. Song, Z. L.; Hsung, P. R. A Formal Total Synthesis of (+)-Zincophorin. Observation of An Unusual Urea Directed Stork-Crabtree Hydrogenation. Org.Lett. 2007, 9, 2199-2202.
14. Antoline, J. E.; Hsung, R. P.; Huang, J.; Song, Z. L.; Li, G. Highly Stereoselective [4 + 3] Cycloadditions of Nitrogen-Stabilized Oxyallyl Cations with Pyrroles. An Approach to Parvineostemonine. Org.Lett. 2007, 9, 1275-1278.
13. Tang, Y.; Oppenheimer, J.; Song, Z. L.; You, L.; Zhang, X.; Hsung, R. P. Strategies and Approaches for Constructing 1-Oxadecalins. Tetrahedron 2006, 62, 10785-10813.
12. Wang, A.; Song, Z. L.; Gao, S.; Jiang, Y.; Yuan, D.; Tu, Y.; Li, N. Studies on Wagner-Meerwein Rearrangement of Benzospirocyclic β-Bromo Ketones and Application to Formal Synthesis of (±)-Colchicine Chinese. J. Org. Chem. 2007, 27, 1171-1175.
11. Wang, A.; Tu, Y.; Song, Z. L.; Yuan, D.; Hu, X.; Wang, S.; Gao, S. Synthetically Useful Wagner-Meerwein Rearrangement of α-Quaternary Bromovinyl Methyl Ethers. Eur. J.Org.Chem. 2006, 2691-2694.
10. Song, Z. L.; Tu, Y.; Gao, S.; Jiang, Y.; Zhang, S. Studies on The Synthesis of Morphinan Alkaloid: Preparation of The Key Allylic Silyl Ether Precursor. Chinese. Chem. Lett. 2005, 1445-1447.
9. Gao, S.; Tu, Y.; Song, Z. L.; Wang, A.; Fan, X.; Jiang, Y. A General and Efficient Strategy for 7-Aryloctahydroindole and cis-3a-Aryloctahydroindole Alkaloids: Total Syntheses of (±)-Lycorane and (±)-Crinane. J.Org.Chem. 2005, 70, 6523-6525.
8. Fan, C. A.; Tu, Y. Q.; Song, Z. L.; Zhang, E.; Shi, L.; Wang, M.; Wang, B. M.; Zhang, S. Y. An Efficient Total Synthesis of (±)-Lycoramine. Org.Lett. 2004, 6, 4691-4694.
7. Song, Z. L.; Wang, B. M.; Tu, Y. Q.; Fan, C. A.; Zhang, S. Y. A General Efficient Strategy for cis-3a-Aryloctahydroindole Alkaloids via Stereocontrolled ZnBr2-Catalyzed Rearrangement of 2,3-Aziridino Alcohols. Org.Lett. 2003, 5, 2319-2321.
6. Wang, B.; Song, Z. L.; Fan, C.; Tu, Y.; Chen, W. Halogen Cation Induced Stereoselective Semipinacol-Type Rearrangement of Allylic Alcohols: A Highly Efficient Approach to α-Quaternary β-Haloketo Compounds. Synlett 2003, 1497-1499.
5. Fan, C.; Hu, X.; Tu, Y.; Wang, B.; Song, Z. L. Progressive Studies on the Novel Samarium-Catalyzed Diastereoselective Tandem Semipinacol Rearrangement/Tishchenko Reduction of Secondary α-Hydroxy Epoxides. Chem.Eur.J. 2003, 9, 4301-4310.
4. Wang, B.; Song, Z. L.; Fan, C.; Tu, Y.; Shi, Y. Lewis Acid Promoted Highly Stereoselective Rearrangement of 2,3-Aziridino Alcohols: A New Efficient Approach to β-Amino Carbonyl Compounds. Org.Lett. 2002, 4, 363-366.
3. Fan, C.; Wang, B.; Tu, Y.; Song, Z. L. Samarium-Catalyzed Tandem Semipinacol Rearrangement/Tishchenko Reaction of a-Hydroxy Epoxides: A Novel Approach to Highly Stereoselective Construction of 2-Quaternary 1,3-Diol Units. Angew.Chem.Int.Ed. 2001, 40, 3877-3880.
2. Ren, S.; Wang, F.; Dou, H.; Fan, C.; He, L.; Song, Z. L.; Xia, W.; Li, D.; Jia, Y.; Li, X.; Tu, Y. A New One-Pot Synthesis of 2-Quaternary 1,3-Diketones. Syntheses 2001, 16, 2384-2388.
1．Fan, C.; Song, Z. L.; Tu, Y.; Wang, B. Sm(III)-Catalyzed Highly Diastereoselective Rearrangement and Reduction of α-Hydroxy Epoxides. A New Synthetic Method for Preparing 1,3-Diol Monoesters. Chinese. J. Org. Chem. 2001, 21, 1074-1080.
