期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 54, 期 41, 页码 12139-12143出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201505954
关键词
alkenes; carbenes; density functional calculations; small-ring compounds; zinc
资金
- Spanish MINECO [CTQ2013-41511-P]
The zinc-catalyzed reaction of cyclopropenes with alkenes leading to vinylcyclopropane derivatives is reported. A broad range of alkenes (including highly substituted or functionalized alkenes) is compatible with this protocol. On the basis of trapping experiments and computational studies, this cyclopropanation reaction is proposed to proceed through initial formation of an electrophilic zinc vinyl carbenoid intermediate, which may be involved in a concerted cyclopropanation reaction. The reported protocol represents an unprecedented and simple strategy for the catalytic generation of zinc vinyl carbenoids, which are promising intermediates in organic synthesis.
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