文献类型：期刊文献

英文题名：The Regio-specific solvent controlled asymmetric Strecker reaction of trifluoromethyl α,β-unsaturated N-tert-butanesulfinyl ketimines with trimethylsilyl cyanide

作者：Yuan, Xiao-Ming[2,3];Xu, Jian[2,3];Liu, Zhen-Jiang[1];Yang, Xian-Jin[2,3,4];Wang, Li-Min[2,3,4];Zhang, Yan[2,3];Yang, Xue-Yan[2,3];He, Xiao-Peng[2,3];Liu, Jin-Tao[4]

机构：[1]Shanghai Inst Technol, Sch Chem & Environm Engn, Shanghai 201418, Peoples R China;[2]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[3]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China;[4]Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

年份：2012

卷号：144

起止页码：102

外文期刊名：JOURNAL OF FLUORINE CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000312234500017)，CCR-EXPANDED(收录号:WOS:000312234500017)】；

基金：We thank the financial support by Guizhou Wengfu Group Co. Ltd., China Postdoctoral Science Foundation (No. 20090450668), and the New Teacher Foundation of Education Minister (No. 200802511009).

语种：英文

外文关键词：Solvent controlled; Asymmetric Strecker reaction; (Rs)-trifluoromethyl alpha,beta-Unsaturated N-tert-butanesulfinyl ketimine; Trimethylsilyl cyanide

摘要：The stereoselectivity of the reaction of (Rs)-trifluoromethyl alpha,beta-unsaturated N-tert-butanesulfinyl ketimines with TMSCN was studied. The diastereomers of alpha-trifluoromethyl unsaturated cyano amines were obtained, respectively, in good yields with excellent diastereoselectivities in terms of the different solvents used. In c-hexane, the (S, Rs)-isomer was obtained with up to 17:1 dr, whereas the (R, Rs)-isomer was generated as the main product with up to 145:1 dr in DMF at -60 degrees C. (C) 2012 Elsevier B.V. All rights reserved.