Ring expansions of 1-haloethynyl-2-methylcyclopentanols

被引：21

作者：

Herault, X ^{[1
]}

McNelis, E ^{[1
]}

机构：

[1] NYU,DEPT CHEM,NEW YORK,NY 10003

来源：

TETRAHEDRON | 1996年 / 52卷 / 31期

关键词：

D O I：

10.1016/0040-4020(96)00561-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Haloethynyl-2-methylcyclopentanols treated with iodine and HTIB ring expand stereoselectively depending on the relative position of the methyl and the hydroxyl groups. The products are 2-(dihalomethylidene)-3-methylcyclohexanones if the methyls are cis to the hydroxyl groups or 2-(dihalomethylidene)-6-methylcyclohexanones if the methyls are trans to the hydroxyls. Copyright (C) 1996 Published by Elsevier Science Ltd

引用

页码：10267 / 10278

页数：12

共 13 条

[11] HIGHLY REGIOSELECTIVE HYPERVALENT IODINE MEDIATED RING-CLEAVAGE AND RING EXPANSION REACTIONS OF SOME PENTACYCLO[5.4.0.0(2,6).0(3,10).0(5,9)]UNDECANE DERIVATIVES
MARCHAND, AP
RAJAGOPAL, D
BURRITT, A
BOTT, SG
WATSON, WH
SUN, D
[J]. TETRAHEDRON, 1995, 51 (43) : 11673 - 11680
[12] NEILAND OY, 1970, ZH ORG KHIM+, V6, P885
[13] THE PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOTIN REAGENTS WITH ORGANIC ELECTROPHILES
STILLE, JK
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (06): : 508 - 523

← 1 2 →