Multiple Rhodium-Catalyzed Cleavages of Single C-C bonds

被引：24

作者：

Aissa, Christophe ^{[1
]}

Crepin, Damien ^{[1
]}

Tetlow, Daniel J. ^{[1
]}

Ho, Kelvin Y. T. ^{[1
]}

机构：

[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 06期

基金：

英国工程与自然科学研究理事会;

关键词：

RING-OPENING ISOMERIZATION; HOMOGENEOUS CATALYSIS; ALPHA-REGIOSELECTIVITY; 5+2 CYCLOADDITIONS; BIS-CYCLIZATION; HYDROACYLATION; REARRANGEMENTS; ACTIVATION; MECHANISM; ALKENES;

D O I：

10.1021/ol400266g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Rh(I)-catalyzed intramolecular hydroacylation of cis and trans asymmetrically substituted alkylidenecyclobutanes proceeds according to three mechanistic pathways. As shown by deuterium-labeling experiments, the mechanism accounting for the rearrangement of the cis isomers includes the cleavage of three carbon carbon bonds and a remarkable transannular 3-exo-trig carbometalation.

引用

页码：1322 / 1325

页数：4

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