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施小新

施小新 (Xiao-Xin Shi)  教授 博士生导师
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电话: 02164252052
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传真:
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E-mail: xxshi@ecust.edu.cn
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个人简介
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  1985年本科毕业于苏州大学化学系;1991年于中国科学院上海有机化学研究所获得理学博士学位;1991-1993年期间在中国科学院上海有机化学研究所工作,任助理研究员;1993-1996年期间在美国佛罗里达工学院(FIT,Florida Institute of Technology)健康与治疗研究中心进行博士后研究工作;1996-2000年期间,回中国科学院上海有机化学研究所工作,任副研究员,2000-2001年期间,在华东理工大学工作,任副教授;2001年至今,继续在华东理工大学工作,任教授;2003年起,为博士生导师。
 

研究方向
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  不对称合成和合成药物化学。
 

获奖成果
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  参加并获得2002年度上海市科技进步一等奖和2003年度国家自然科学二等奖。
2003年度上海市教委的曙光计划。
 

代表性论著
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1, Jin-Yu Lai, Xiao-Xin Shi and Li-Xin Dai*,“Reversal of Regiochemistry of Wacker-Type Reactions Oriented by Heteroatoms”, J. Org. Chem., 1992, 57, 3485.

2, Xiao-Xin Shi and Li-Xin Dai*, “Halogenation of Stablized Ester Enolates by Cupric Halides”, J. Org. Chem., 1993, 58, 4596.

3, Jin-Yu Lai, Xiao-Xin Shi, Yan-Shen Gong and Li-Xin Dai*, “Palladium-Catalyzed Synthesis of Optically Active Tetrahydro-1,4-oxazine Derivatives”, J. Org. Chem., 1993, 58, 4775.

4, Steven S. Wang, Xiao-Xin Shi, William S. Powell, Tamara Tieman, Steven J. Feinmark and Joshua Rokach*, “Total Syntheses of Proinflammatory Dihydro-12-KETE Metabolites”, Tetrahedron Lett., 1995, 36, 513.

5, Xiao-Xin Shi, Subhash P. Khanapure and Joshua Rokach*, “Deblocking of Dithioacetals and Oxathioacetals Using Periodic Acid under Mild Nonaqueous Conditions”, Tetrahedron Lett., 1996, 37, 4331.

6, Subhash P. Khanapure, Xiao-Xin Shi, William S. Powell and Joshua Rokach*, “Total Syntheses of a Potent Proinflammatory 5-Oxo-ETE and Its 6,7-Dihydro Biotransformation Product”, J. Org. Chem., 1998, 63, 337.

7, Subhash P. Khanapure, Xiao-Xin Shi, William S. Powell and Joshua Rokach*, “Total Syntheses of Tritiated and Deuterated 5-Oxo-ETE, a Novel Inflammatory Mediator”, J. Org. Chem., 1998, 63, 4098.

8, Xiao-Xin Shi* and Qing-Quan Wu, “Deblocking of Dithianes with Diacetoxyiodobenzene”, Syn. Commun., 2000, 30, 4081.

9, Xiao-Xin Shi*, Qing-Quan Wu and Xia Lu, “A Synthesis of (4S)-2-(acetoxymethyl)- 4-(tert-butyl-diphenylsilyloxy)-2-cycpenten-1-one”, Tetrahedron:Asymmetry, 2002, 13, 461-464.

10, Xiao-Xin Shi*, Wei He, Qing-Quan Wu, Jie Yin, Feng Ni and Xiao-Zhou Jin, “Asymmetric synthesis of (1S,6R,7S,9R)-7,9-bis(tert-butyldiphenylsilyloxy)- 3-oxabicyclo[4,3,0]nonan-2-one”, Tetrahedron:Asymmetry, 2004, 15, 2327-2331.

11, Xiao-Xin Shi*, Jian-Zhong Yao, Li Kang, Chun-Li Shen and Fei Yi, “Asymmetric Syntheses of Both Enantiomers of Amphetamine Hydrochloride via Bakers’ Yeast Reduction of Phenylacetone”, J. Chem. Res., 2004, 10, 681.

12, Zhao-Xia Wang, Xiao-Xin Shi, Guo-Rong Chen*, Zhi-Hua Ren, Lei Luo and Jing Yan, “A new synthesis of α-arbutin via Lewis acid catalyzed selective glycosylation of tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate with hydroquinone”, Carbohydrate Res., 2006, 341, 1945-1947.

13, Minze Zhu, Chuantao Cha, Wei-Ping Deng* and Xiao-Xin Shi*, “A mild and efficient catalyst for the Beckmann rearrangement, BOP-Cl”, Tetrahedron Lett., 2006, 47, 4861-4863.

14, Xiao-Xin Shi*, Feng Ni, Hai-Xia Shang, Ming-Le Yan and Jun-Quan Su, “Racemization of (S)-(+)-10,11-dimethoxyaporphine and (S)-(+)-aporphine: efficient preparations of (R)-(-)-apomorphine and (R)-(-)-aporphine via a recycle process of resolution”, Tetrahedron:Asymmetry, 2006, 17, 2210-2215.

15, Xiao-Xin Shi*, Shi-Ling Liu, Wei Xu, and Yu-Lan Xu, "Highly stereoselective Pictet-Spengler reaction of D-tryptophan methyl ester with piperonal: convenient syntheses of Cialis (Tadalafil), 12a-epi-Cialis and their deuterated analogues", Tetrahedron: Asymmetry, 2008, 19, 435-442.

16, Liang-Deng Nie, Xiao-Xin Shi*, "A novel asymmetric synthesis of oseltamivir phosphate (Tamiflu) from (-)-shikimic acid", Tetrahedron: Asymmetry, 2009, 20, 124-129.

17,  Shi-Ling Liu, Xiao-Xin Shi,* Yu-Lan Xu, Wei Xu, Jing Dong,  "Asymmetric syntheses of (-)-methyl shikimate and (-)-5a-carba-β-D-gulopyranose from D-Arabinose via Mukaiyama-type intramolecular aldolization", Tetrahedron: Asymmetry, 2009, 20, 78-83.

18, Sen Xiao, Xia Lu, Xiao-Xin Shi*, Yu Sun, Li-Li Liang, Xin-Hong Yu and Jing Dong, "Syntheses of chiral 1,3-disubstituted tetrahydro-β-carbolines via CIAT process: highly stereoselective Pictet-Spengler reaction of D-tryptophan ester hydrochlorides with various aldehydes", Tetrahedron: Asymmetry, 2009, 20, 430-439.

19, Liang-Deng Nie, Xiao-Xin Shi*, Kwang Hyok Ko and Wei-Dong Lu, "A Short and Practical Synthesis of Oseltamivir Phosphate (Tamiflu) from (-)-Shikimic Acid", J. Org. Chem. 2009, 74, 3970-3973.

20,  Sen Xiao, Xiao-Xin Shi*, Jing Xing, Jing-Jing Yan, Shi-Ling Liu and Wei-Dong Lu, "Synthesis of tadalafil (Cialis) from L-tryptophane", Tetrahedron: Asymmetry, 2009, 20, 2090-2096.

21, Sen Xiao, Xiao-Xin Shi*, Feng Ni, Jing Xing, Jing-Jing Yan, and Shi-Ling Liu, "An efficient and general method for the stereodivergent syntheses of tadalafil-like tetracyclic compounds", Eur. J. Org. Chem., 2010, 1711-1716.

22, Xiao-Xin Shi*, Chun-Li Shen, Jian-Zhong Yao, Liang-Deng Nie, and Na Quan, "Inversion of secondary chiral alcohols in toluene with the tunable complex of R3N-R'COOH", Tetrahedron: Asymmetry, 2010, 21, 277-284.

23, Sen Xiao, and Xiao-Xin Shi*, "The first highly stereoselective approach to the mitotic kinesin Eg5 inhibitor HR22C16 and its analogues", Tetrahedron: Asymmetry, 2010, 21, 226-231.

24,Jing Dong, Xiao-Xin Shi*, Jing-Jing Yan, Jing Xing, Qiang Zhang, and Sen Xiao, “Efficient and practical one-pot conversions of N-tosyl tetrahydroisoquinolines into isoquinolines and N-tosyl tetrahydro-β-carbolines into β-carbolines via tandem β-elimination and aromatization”, Eur. J. Org. Chem.2010, 6987-6992.

25, Na Quan, Xiao-Xin Shi*, Liang-Deng Nie, Jing Dong, Rui-Heng Zhu, “A green chemistry method for the regeneration of carbonyl compounds from oximes by using cupric chloride dihydrate as a recoverable promoter for hydrolysis”, Synlett 2011, 1028-1032.

26, Rui-Heng Zhu, Xiao-Xin Shi*, “Practical and highly stereoselective method for the preparation of several chiral arylsulfinamides and arylsulfinates based on spontaneous crystallization of diastereomerically pure N-benzyl-N-(1-phenylethyl) -arylsulfinamides”, Tetrahedron: Asymmetry 2011, 22, 387-393.

27, Xiao-Peng He, Zhuo Song, Zhi-Zhou Wang, Xiao-Xin Shi*, Kaixian Chen*, Guo-Rong Chen*, “Creation of 3,4-bis-triazolocoumarian-sugar conjugates via flourogenic dual click chemistry and their quenching specificity with silver(I) in aqueous media”, Tetrahedron 2011, 67, 3343-3347.

28, Jing Dong, Tien Ha Trieu, Xiao-Xin Shi*, Qiang Zhang, Sen Xiao, Xia Lu, “A general strategy for the highly stereoselective synthesis of HR22C16-like mitotic kinesin Eg5 inhibitors from both L- and D-tryptophans”, Tetrahedron: Asymmetry 2011, 22, 1865-1873.

29, Liang-Deng Nie, Xiao-Xin Shi*, Na Quan, Fei-Feng Wang, Xia Lu, “Novel asymmetric synthesis of oseltamivir phosphate (Tamiflu) from (-)-shikimic acid via cyclic sulfite intermediates”, Tetrahedron: Asymmetry 2011, 22, 1692-1699.

30, Rui-Heng Zhu, Xiao-Xin Shi*, “Synthesis of diaryl disulfides via mild reduction of arylsulfinates with hydrazine monohydrate in DMSO”, Synth. Commun. 2012, 42, 1108-1114.

31, Jing Dong, Xiao-Xin Shi*, Jing Xing, Jing-Jing Yan, “Mild and efficient syntheses of 1-aryl-3,4-dihydroisoquinolines and 1-aryl-3,4-dihydro-β-carbolines via regiospecific β-eliminations of the corresponding N-tosyl-1,2,3,4-tetrahydro isoquinolines and N-tosyl-1,2,3,4-tetrahydro-β-carbolines”, Synth. Commun. 2012, 42, 2806-2817. 

32Qiang Zhang, Jing Dong, Xiao-Xin Shi*, Xia Lu,Total Syntheses of Dichotomines A–D and the Stereochemical Revision of Dichotomines B–D”. Eur. J. Org. Chem. 2012, 3317-3325. 

33Liang-Deng Nie, Wei Ding, Xiao-Xin Shi*, Na Quan, Xia Lu, “A novel and high-yielding asymmetric synthesis of oseltamivir phosphate (Tamiflu) starting from (-)-shikimic acid”. Tetrahedron: Asymmetry 2012, 23, 742-747. 

34, Na Quan, Liangdeng Nie, Xiaoxin Shi*, Ruiheng Zhu, Xia Lu, “Novel and Efficient Syntheses of Four Useful Shikimate-derived Epoxy Chiral Building Blocks via Cyclic Sulfite Intermediates”, Chin. J. Chem. 2012, 30, 2759-2766. 

 

35. Jianxin Yang, Jing Dong, Xia Lu, Qiang, Zhang, Wei Ding, Xiaoxin Shi*, “Ethylenediamine: A Highly Effective Catalyst for One-Pot Synthesis of Aryl Nitroalkenes via Henry Reaction and Dehydration”, Chin. J. Chem. 2012, 30, 2827-2833.  

36. Qiang Zhang, Zhen Fan, Jing Dong, Xiao-Xin Shi*, Xia Lu, “Novel asymmetric total syntheses of (R)-(-)-pyridindolol, (R)-(-)-pyridindolol K1, and (R)-(-)-pyridindolol K2 via a mild one-pot aromatization of N-tosyl-tetrahydro-β- carboline with (S)-2,3- O-isopropylidene-L-glyceraldehyde as the source of chirality”, Tetrahedron: Asymmetry 2013, 24, 633–637.

37. Liang-Deng Nie, Fei-Feng Wang, Wei Ding, Xiao-Xin Shi*, Xia Lu, “A novel azide-free asymmetric synthesis of oseltamivir phosphate (Tamiflu) starting from Roche’s epoxide”, Tetrahedron: Asymmetry 2013, 24, 638–642.

38. Tien Ha Trieu, Jing Dong, Qiang Zhang, Bo Zheng, Tian-Zhuo Meng, Xia Lu, and Xiao-Xin Shi*, “Total Syntheses of Eudistomins Y1–Y7 via an Efficient One-Pot Process of Tandem Benzylic Oxidation and Aromatization of 1-Benzyl-3,4-Dihydro-β-Carbolines.” Eur. J. Org. Chem. 2013, 3271–3277

39. Na Quan, Liang-Deng Nie, Rui-Heng Zhu, Xiao-Xin Shi*, Wei Ding, and Xia Lu, “Total Syntheses of (+)-Valiolamine and (–)-1-epi-Valiolamine from Naturally Abundant (–)-Shikimic Acid”, Eur. J. Org. Chem. 2013, 6389–6396.

 
40. Jing Dong, Tian-Zhuo Meng, Xiao-Xin Shi*, Wen-Hui Zou, Xia Lu, “Highly stereoselective transformation of (1S,3S)-cis-1,3-disubstituted tetrahydro-b-carbolines into (1S,3R)-trans-1,3-disubstituted tetrahydro-b-carbolines: an improved asymmetric synthesis of tadalafil from L-tryptophan”, Tetrahedron: Asymmetry 2013, 24, 883–893. 

41. Tien Ha Trieu, Jing Dong, Xiao-Xin Shi*, Xia Lu, and Qiang Zhang, “Efficient and Benign One-Pot Conversion of N-Tosyl-1,4,5,6-tetrahydropyrimidines to Pyrimidines via Tandem β-Elimination and Aromatization”, Synthetic Communications, 2013, 43, 3141-3152.

 

译著:1,《当代新药合成》,施小新、秦川译,荣国斌校.2005年华东理工大学出版社出版。
2,《工业不对称催化》, 施小新、冀亚飞、邓卫平译,邓卫平校.华东理工出版社,2006年。