An efficient stereoselective and stereodivergent synthesis of (2R,3R)- and (2R,3S)-3-hydroxypipecolic acids

被引：50

作者：

Jourdant, A ^{[1
]}

Zhu, JP ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 36期

关键词：

D O I：

10.1016/S0040-4039(00)01207-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

Asymmetric syntheses of (2R,3R) and (2R,3S)-3-hydroxypipecolic acids are reported featuring a key diastereoselective addition of Buchi's Grignard reagent to the chiral serinal L-5. Based on conformational analysis, a stereocontrolled reduction of piperidin-3-one (15) to cis 2,3-disubsrituted piperidine (16) is also described. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：7033 / 7036

页数：4

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