Synthesis of (2R,3S,4S)-4-aryl-3-hydroxyprolinols

被引：5

作者：

Chang, Meng-Yang

Lin, Chun-Yu

Wu, Tsun-Cheng

机构：

[1] Natl Univ Kaohsiung, Dept Appl Chem, Kaohsiung 811, Taiwan

[2] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung 804, Taiwan

来源：

TETRAHEDRON | 2006年 / 62卷 / 52期

关键词：

(2R; 3S; 4S)-4-aryl-3-hydroxyprolinols; trans-(2S; 4R)-4-hydroxyproline; one-pot reaction; Grignard addition/dehydration; epoxidation/isomerization;

D O I：

10.1016/j.tet.2006.10.002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of (2R,3S,4S)-4-aryl-3-hydroxyprolinols has been established starting from 2-benzyloxymethylpyrrolidin-2-one framework, which is derived from commercially available trans-(2S,4R)-4-hydroxyproline. The single diastereorner having a trans-cis relative configuration with C-2 and C-3 and C-3 and C-4 is constructed in two one-pot functional group transformations of Grignard addition/dehydration and epoxidation/isomerization as the key steps in moderate yield. (c) 2006 Elsevier Ltd. All rights reserved.

引用

收藏

页码：12334 / 12339

页数：6

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