BORON HALIDE CATALYZED REGIOSELECTIVE ORTHO-CLAISEN REARRANGEMENTS OF 4'-ALLYLOXYCOUMARIC ACID-DERIVATIVES - TOTAL SYNTHESIS OF DEMETHYLSUBEROSIN

被引：16

作者：

CAIRNS, N

HARWOOD, LM

ASTLES, DP

ORR, A

机构：

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

[2] SHELL RES LTD,SITTINGBOURNE RES CTR,SITTINGBOURNE ME9 8AG,KENT,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 21期

关键词：

D O I：

10.1039/p19940003095

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

6-Allyl-7-hydroxycoumarin 3 and the naturally occurring linear coumarin, demethylsuberosin (7-hydroxy-6-prenylcoumarin) 7 have been prepared in goods yields via regioselective boron halide catalysed ortho-Claisen rearrangements, This procedure provides an efficient alternative approach to linear substituted coumarins without using a halogen to block the 8-(angular) position.

引用

页码：3095 / 3100

页数：6

共 47 条

[1]

BANDOPAD.M, 1974, INDIAN J CHEM, V12, P23

[2] SYNTHESIS AND DERIVITIZATION OF 8-ACETYLPSORALENS - ACETYL MIGRATIONS DURING CLAISEN REARRANGEMENT [J].