Memory effect of chirality in the photocyclization of modified dipeptides

被引：34

作者：

Sauer, S ^{[1
]}

Schumacher, A ^{[1
]}

Barbosa, F ^{[1
]}

Giese, B ^{[1
]}

机构：

[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 22期

关键词：

D O I：

10.1016/S0040-4039(98)00621-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photocyclizations of dipeptides 5 and 8 occur mainly with retention of configuration at the stereogenic center of alanine. This memory effect of chirality is explained by a hindered rotation in the two intermediate biradicals 9 and 10 that slows down the equilibration of the radicals. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：3685 / 3688

页数：4

共 6 条

[1]

GRIESBECK AG, 1998, CHEM-EUR J, V4, P373

[2] ASYMMETRIC-SYNTHESIS OF (S)-[2-(H-2)]GLYCINE AND (R)-[2-(H-2)]GLYCINE VIA PHOTOLYSIS OF OPTICALLY-ACTIVE CHROMIUM CARBENE COMPLEXES - A COMPARISON OF STEREOSELECTIVITY BETWEEN CHROMIUM KETENE COMPLEXES, KETENES, AND ESTER ENOLATES [J].