Conformationally constrained amino acids: enantiodivergent synthesis of all four stereoisomers of 2-(tetrahydrofuran-2-yl)glycine

被引：16

作者：

Jirgensons, A ^{[1
]}

Marinozzi, M ^{[1
]}

Pellicciari, R ^{[1
]}

机构：

[1] Univ Perugia, Dipartimento Chim & Tecnol Farmaco, I-06123 Perugia, Italy

来源：

TETRAHEDRON | 2005年 / 61卷 / 02期

关键词：

conformationally constrained amino acids; unnatural amino acids; Garner's aldehyde; allylboration;

D O I：

10.1016/j.tet.2004.10.091

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first enantiodivergent synthesis of all four possible 2-(tetrahydrofuran-2-yl)glycine stereoisomers is described. The key step of the route is the highly stereocontrolled allylboration of the (S)- or (R)-Garner's aldehydes to give four chiral homoallylalcohols. Starting from them, the title compounds are obtained in five steps. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：373 / 377

页数：5

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