A CONVENIENT, STEREODIVERGENT APPROACH TO THE ENANTIOSELECTIVE SYNTHESIS OF N-BOC-AMINOALKYL EPOXIDES

被引：43

作者：

CASTEJON, P ^{[1
]}

PASTO, M ^{[1
]}

MOYANO, A ^{[1
]}

PERICAS, MA ^{[1
]}

RIERA, A ^{[1
]}

机构：

[1] UNIV BARCELONA,DEPT QUIM ORGAN,E-08028 BARCELONA,SPAIN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 17期

关键词：

D O I：

10.1016/0040-4039(95)00415-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, stereodivergent and enantioselective synthesis of N-Boc-aminoalkyl epoxides has been developed. Starting from enantiomerically enriched anti N-diphenylmethyl-3-amino-1,2-diols, and after a change in the nitrogen protecting group, an intramolecular Mitsunobu reaction leads to the erythro aminoalkyl epoxides; a three step sequence consisting of protection of the primary alcohol, activation of the secondary alcohol and simultaneous deprotection/cyclization affords in good yields the corresponding three isomers.

引用

页码：3019 / 3022

页数：4

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