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
收藏
页码：1322 / 1325
页数：4
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