Differential oxidation of endocyclic enecarbamates.: Synthesis of cyclic β-hydroxy-α-amino acids.

被引：58

作者：

Sugisaki, CH

Carroll, PJ

Correia, CRD

机构：

[1] Univ Estadual Campinas, BR-13083970 Sao Paulo, Brazil

[2] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 21期

基金：

巴西圣保罗研究基金会;

关键词：

D O I：

10.1016/S0040-4039(98)00536-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The differential oxidation of five and six-membered endocyclic enecarbamates was investigated employing m-CPBA, DMD, as well as enantioselective protocols such as the Kochi-Jacobsen-Katsuki's epoxidation and the Sharpless dihydroxylation. By this strategy the syntheses of beta-hydroxyprolines and beta-hydroxypipecolic acids were accomplished. X-Ray crystallographic analysis of the trans-beta-hydroxypipecolic acid was instrumental to solve structural assignment conflicts. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

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页码：3413 / 3416

页数：4

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