Optically pure aminopolyols and polyoxamic acid derivatives from aziridine-2-carboxylates

被引：14

作者：

Dollt, H ^{[1
]}

Zabel, V ^{[1
]}

机构：

[1] Free Univ Berlin, Inst Kristallog, D-14195 Berlin, Germany

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1999年 / 52卷 / 04期

关键词：

D O I：

10.1071/C98026

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Various new chiral building blocks could easily be prepared from optically pure cis and trans ethyl 3-(1',3'-dioxolan-4'-yl)aziridine-2-carboxylates. A stereochemically pure 1,3-dioxolan in the allyl position of an alpha-bromoacrylate induced a high (3R*,4'S*) selectivity in the Michael addition with an amine. After oxygen at the inducing centre was exchanged with nitrogen bearing a bulky substituent, the directing influence of this new group was examined. Solvent erects influencing the cis/trans ratio of aziridine formation are discussed.

引用

页码：259 / 270

页数：12

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