Stereoselective synthesis of 3-alkylsulfinylmethylisoxazolines and their use as chiral nucleophiles in the chain elongation of 2,3-O-isopropylidene-D-glyceraldehyde

被引：3
作者：
López-Sastre, JA
Martín-Ramos, JD
Rodríguez-Amo, JF
Santos-García, M
Sanz-Tejedor, MA
机构：
[1] ETSII, Dept Quim Organ, E-47011 Valladolid, Spain
[2] Fac Ciencias, Dept Mineral & Petr, Granada 18002, Spain
来源：
TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 23期
关键词：
D O I：
10.1016/S0957-4166(00)00453-5
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The reaction of racemic 3-methylisoxazolines and enantiomerically pure (R-S)- and (S-S)-methanesulfinates and (R-S)- and (S-S)-ethanesulfmates of 1,2:5,6-di-O-isopropylidene-D-glucofuranose allows enantiomerically pure 3-alkylsulfinylmethylisoxazolines with both absolute configurations at sulfur to be obtained. One of these has been used as a chiral nucleophile in the four carbon homologation of 2,3-O-isopropylidene-D-glyceraldehyde 17. (C) 2001 Elsevier Science Ltd. All rights reserved.
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页码：4791 / 4803
页数：13
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