Asymmetric synthesis of 5-isopropyl-oxazoline-4-imide as syn-hydroxyleucine precursor

被引：23

作者：

Cardillo, G

Gentilucci, L

Gianotti, M

Tolomelli, A

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

[2] Univ Bologna, CSFM, I-40126 Bologna, Italy

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 04期

关键词：

D O I：

10.1016/S0957-4166(01)00084-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The synthesis of syn N-acetyl-hydroxyleucine methyl ester is reported through the ring expansion of aziridine-2-imides to oxazoline-4-imides. The key steps of the synthesis are the I,il-addition of O-benzylhydroxylamine to unsaturated imides, promoted by Lewis acids, and the regio- and stereoselective ring expansion of ti ans-aziridines to trans-oxazolines. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：563 / 569

页数：7

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