RING CONTRACTION OF 2-O-TRIFLUOROMETHANESULFONATES OF ALPHA-HYDROXY-GAMMA-LACTONES TO OXETANE CARBOXYLIC ESTERS

被引：40

作者：

WITTY, DR

FLEET, GWJ

VOGT, K

WILSON, FX

WANG, Y

STORER, R

MYERS, PL

WALLIS, CJ

机构：

[1] UNIV OXFORD,DYSON PERRINS LAB,S PARKS RD,OXFORD OX1 3QY,ENGLAND

[2] GLAXO GRP RES LTD,WARE SG12 0DP,HERTS,ENGLAND

[3] GLAXO GRP RES LTD,GREENFORD UB6 0HE,MIDDX,ENGLAND

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(00)97734-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-O-Trifluoromethanesulphonate esters of the four diastereomeric 3,5-di-O-benzyl-pentono-1,4-1actones gave, on treatment with potassium carbonate in methanol, efficient ring contraction to methyl oxetane-2-carboxylic esters. The stereochemistry at C-2 of the resulting oxetanes is determined largely by the configuration at C-3, rather than C-2, of the lactone. © 1990.

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页码：4787 / 4790

页数：4

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