Cycloadditions of 1,3-oxazolium-4-olates (isomunchnones) by rhodium(II)-induced decomposition of alpha-diazocarbonyl derivatives of (5R)- and (5S)-phenyloxazin-3-one as a chiral template.

被引：15

作者：

Angell, R

FenglerVeith, M

Finch, H

Harwood, LM

Tucker, TT

机构：

[1] UNIV READING,DEPT CHEM,READING RG6 6AD,BERKS,ENGLAND

[2] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND

[3] GLAXO WELLCOME INC,MED RES CTR,STEVENAGE SG1 2NY,HERTS,ENGLAND

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(97)00918-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cycloadducts (6-9) were synthesised from isomunchnone derivatives of (5R)- and (5S)-phenyloxazin-3-one by rhodium(II)-catalysed decomposition of alpha-diazocompounds (3a-c). Additions to various carbon-carbon dipolarophiles proceeded with high endo/exo-selectivities and moderate diastereofacial selectivities. (C) 1997 Elsevier Science Ltd.

引用

页码：4517 / 4520

页数：4

共 16 条

[1]

ANGELL R, 1997, IN PRESS TETRAHEDRON

[2]

CLARK F, 1962, J ORG CHEM, P3251

[3] CHEMOSELECTIVITY OF RHODIUM CARBENOIDS - A COMPARISON OF THE SELECTIVITY FOR O-H INSERTION REACTIONS OR CARBONYL YLIDE FORMATION VERSUS ALIPHATIC AND AROMATIC C-H INSERTION AND CYCLOPROPANATION [J].