Addition of bifunctional organoboron reagents to strained alkenes. Carbon-carbon bond formation with Rh(I) catalysis in aqueous media

被引：62
作者：
Lautens, M [1 ]
Mancuso, J [1 ]
机构：
[1] Univ Toronto, Dept Chem, Davenport Chem Labs, Toronto, ON M5S 3H6, Canada
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 10期
关键词：
D O I：
10.1021/jo049874k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Arylboronate esters bearing a pendant Michael-type acceptor olefin undergo transmetalation with a rhodium-based catalytic complex to generate a functionalized organorhodium intermediate that can cyclize onto strained olefins in good to excellent yields. The catalytic system involves the use of an electron-rich, sterically bulky ligand to stabilize the organorhodium intermediate and reduce the incidence of protodeboronation in aqueous media.
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收藏
页码：3478 / 3487
页数：10
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