Ruthenium-catalyzed decarboxylative allylation of nonstabilized ketone enolates

被引：81

作者：

Burger, EC ^{[1
]}

Tunge, JA ^{[1
]}

机构：

[1] Univ Kansas, Dept Chem, Lawrence, KS 66045 USA

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 15期

关键词：

D O I：

10.1021/ol049097a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bipyridyl(pentamethylcyclopentadienyl)ruthenium chloride is an efficient catalyst for the formal [3,3] rearrangement of allyl beta-ketoesters. The mechanism of the transformation involves formation of pi-allyl ruthenium intermediates, which are selectively attacked at the more substituted allyl terminus by freely diffusing enolates. Decarboxylation of beta-ketocarboxylates allows generation of enolates under extremely mild conditions.

引用

页码：2603 / 2605

页数：3

共 28 条

[1]

Abraham L, 2001, ANGEW CHEM INT EDIT, V40, P4700, DOI 10.1002/1521-3773(20011217)40:24<4700::AID-ANIE4700>3.0.CO

[2]

2-6

[3] Catalytic asymmetric rearrangement of allylic trichloroacetimidates. A practical method for preparing allylic amines and congeners of high enantiomeric purity [J].