Medium-sized carbocycles by a zirconocene-catalyzed tandem formal ring expansion-magnesation reaction of alkenyl-substituted cyclic enol ethers

被引：6

作者：

Barluenga, Jose ^{[1
]}

Alvarez-Rodrigo, Lucia ^{[1
]}

Rodriguez, Felix ^{[1
]}

Fananas, Francisco J. ^{[1
]}

机构：

[1] Univ Oviedo, CSIC, Inst Univ Quim Organomet Enrique Moles, E-33006 Oviedo, Spain

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 16期

关键词：

D O I：

10.1021/ol071137y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A new regio- and stereoselective zirconocene-catalyzed reaction for the synthesis of medium-sized rings is described. The global reaction supposes a formal ring expansion of a cyclic enol ether to give a functionalized carbocycle.

引用

页码：3081 / 3084

页数：4

共 3 条

[1] Zirconocene-catalyzed reactions of alkenyl-substituted enol ethers
Barluenga, Jose
Alvarez-Rodrigo, Lucia
Rodriguez, Felix
Fananas, Francisco J.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (38) : 6362 - 6365
[2] Ring-enlargement reaction of alkylidenecarbenes bearing a cyclic ether or acetal group.: Formation of medium-sized cyclic enol ethers or dienol ethers via bicycloalkenyloxonium ylides
Mori, T
Taniguchi, M
Suzuki, F
Doi, H
Oku, A
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (21): : 3623 - 3628
[3] Ring-expansion reaction of cyclic β-keto esters or α-cyano ketones via conjugate addition to alkynyl imines:: The synthesis of functionalized medium-sized carbocycles
Hachiya, Iwao
Maehara, Wataru
Yamada, Yasushi
Kamiki, Toru
Shimizu, Makoto
SYNLETT, 2006, (19) : 3271 - 3274

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