Enantioselective approach to polyhydroxylated compounds using chiral sulfoxides:: Synthesis of enantiomerically pure myo-inositol and pyrrolidine derivatives

被引:45
作者
Colobert, F
Tito, A
Khiar, N
Denni, D
Medina, MA
Martin-Lomas, M
Ruano, JLG
Solladié, G
机构
[1] Univ Strasbourg 1, Ecole Europeenne Chim Polymeres & Mat, Lab Stereochim, Associe CNRS, F-67008 Strasbourg, France
[2] Univ Autonoma Madrid, Dept Quim Organ, E-28049 Madrid, Spain
[3] CSIC, Inst Invest Quim, Seville 41092, Spain
关键词
D O I
10.1021/jo9811569
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A short enantioselective synthesis of the biologically important myo-inositol derivative I and the pyrrolidine derivative II is described. The molecule 3, a diketo disulfoxide readily made from tartaric acid, is the key intermediate. The sulfinyl group controlled completely the very high stereoselection observed.
引用
收藏
页码:8918 / 8921
页数:4
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