宋振雷 教授博士生导师
联系方式
通讯地址：成都市人民南路三段17#澳门官方游戏网站，610041
联系电话：028-85501876
电子邮箱E-mail:zhenleisong@scu.edu.cn；zhenleisong@hotmail.com
课题组网站：www.zhenleisonggroup.com
教育背景
1996-2000兰州大学化学系基地班，本科。
2000-2005兰州大学化学系有机化学专业硕博连读，师从中国科学院院士涂永强教授。
2005-2008美国明尼苏达大学化学系，后转至威斯康星大学麦迪逊分校澳门官方游戏网站博士后，师从Richard. P Hsung教授。
2008-2012澳门官方游戏网站，副教授。
2012-至今澳门官方游戏网站，教授。
任职
2012-2013澳门官方游戏网站，科研秘书。
2013-2014澳门官方游戏网站，经理助理。
2014-至今澳门官方游戏网站，科研副经理。
曾获奖项
1、2008年四川省卫生厅第八批学术技术带头人后备人选
2、2009，2011年度澳门官方游戏网站优秀青年骨干教师奖励
3、2012年澳门官方游戏网站引进人才（2008年进校）“优秀”奖
4、2012年“教育部新世纪优秀人才支持计划”
5、2013年“中国化学会青年化学奖”
6、2014 Asian Core Program Lectureship Award
7、2017年国家自然科学基金优青项目获得者
科研项目
1、国家自然科学基金青年基金：“Silicon-Tethered分子内Corey-Chaykovsky和Tandem Heterocyclopropylolefin环化反应研究”2009-2011，主持
2、国家自然科学基金面上项目：“双硅化合物反应及天然产物合成应用研究”2012-2015，主持
3、教育部新世纪优秀人才支持计划：“天然产物及药物合成”2013-2015，主持
4、国家自然科学基金优青项目：“有机硅化学”2017-2019，主持
5、教育部 高校博士点新教师基金： “Silicon-Tethered的分子内Corey-Chaykovsky反应研究” 2009-2011，主持
6、澳门官方游戏网站优秀青年学者科研基金“双硅化合物反应及天然产物合成应用研究”2011-2014，主持
7、科技部973课题：“重要天然产物的仿生和生物合成”2010-2014，学术骨干
8、国家自然科学基金创新群体科学基金项目：“高选择性的有机合成新反应与新策略” 2011-2016，学术骨干
9、国家自然科学基金委重大项目：“具有重要药用价值的多环天然产物高效合成” 2013-2017，学术骨干
研究课题
课题组专注于新型功能性有机硅分子的开发、反应及应用研究。近年来围绕结构新颖的功能性有机硅合成子−−偕双硅[Geminal Bis(silane)]开展了系统的研究，并取得了以下三个方面的进展：（1）解决了构建偕双硅这一空间极度拥挤结构的挑战性难题，开发了偕双硅烯醇衍生物、烯醛、二烯、高烯丙醇等结构多样的偕双硅合成子，实现了功能性偕双硅多样、实用的高效合成。（2）系统地探明了偕双硅所蕴含的立体效应、电子效应、硅迁移、双官能团性等特殊性质和功能，发展了十多类新颖的偕双硅反应方法学，实现了几类常规化学、区域和立体选择性的有效反转，解决了分子间Diels-Alder反应exo-选择性控制、大位阻结构去质子化、远距离[1,5]-硅迁移、以及cis-Z四氢吡喃环构建等若干合成难题。（3）以偕双硅反应方法学为关键策略，实现了(-)-Exiguolide、Nematocidal Oxylid的全合成，以及明星天然产物Bryostatins B、C环的高效构建，凸显了偕双硅合成子及化学的重要应用价值。
发表论文
2008-至今
55.Chu, Y.; Pu, Q.; Tang, Z. X.; Gao, L.;Song, Z. L.*Enantioselective Synthesis ofCrotyl Geminal Bis(silane) and Its Usage for Asymmetric Sakurai Allylation of AcetalsTetrahedron 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 TransferChem. 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 AlcoholsChinese 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 ReactionJ. 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 BenzosilolinesChem. 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 KetoesterChem. Commun.2016,52(66), 10137-10140.
49. Huang, Z. G.; Gao, L.*;Song, Z. L.*Asymmetric Alkylation or Silylation of (S)-(–)-Diphenylprolinol-derivedα-Silyl Amide to Synthesize Optically Pureα-Monosilyl or Bis(silyl) AmidesTetrahedron 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 (–)-Exiguolideviaan Organosilane-based StrategyChem. Commun2015,51(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 Constructcis-THP Containing an ExocyclicE-AlkeneChem. Commun2015,51(80),14925-14928. (The 3rdmost 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. Commun2015,51(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 MultisubstitutedZ-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 Functionalizedγ-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 PyridiniumOrg.Lett. 2014,16(7), 1880-1883.[Highlight inSYNFACTS, 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 KetonesOrg.Lett.2014,16(4), 1084-1087 [Highlight inSYNFACTS, 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 SynthesizingZ‑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 Remarkableα-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 BryostatinsChem. 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 OxylipidOrg.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 C3,O1-Disilylated Allylic Alcohols Based upon Anion Relay ChemistryOrg.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 ofα-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) ChemistrySynlett2013,24(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 BryostatinsAngew.Chem.Int.Ed.2012,51(22), 5367-5370.[HighlightinOrg. 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) SpeciesOrg.Lett.2012,14(4), 1094-1097. [Highlight inSYNFACTS, 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 Chemistry
Org. 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 EnolsTetrahedron2012,68(34), 6928-6934.
26.Song, Z. L.; Fan, C. A.; Tu, Y. Q.* Semipinacol Rearrangement in Natural Product SynthesisChem. 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 EthersOrg. 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 AcylsilanesTetrahedron 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 PCCChinese. 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 AllyloxysilanesOrg.Lett.2010,12(22), 5298-5301.[Highlight inSYNFACTS,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.
博士及博士后
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.Tetrahedron2006,62, 10785-10813.
12. Wang, A.;Song, Z. L.; Gao, S.; Jiang, Y.; Yuan, D.; Tu, Y.; Li, N. Studies on Wagner-Meerwein Rearrangement of Benzospirocyclicβ-Bromo Ketones and Application to Formal Synthesis of (±)-ColchicineChinese.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 forcis -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.Synlett2003, 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 ofa-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.Syntheses2001,16, 2384-2388.
1．Fan, C.;Song, Z. L.; Tu, Y.; Wang, B. Sm(III)-Catalyzed Highly Diastereoselective Rearrangement and Reduction ofα-Hydroxy Epoxides. A New Synthetic Method for Preparing 1,3-Diol Monoesters.Chinese.J.Org.Chem.2001,21, 1074-1080.
