Cobalt-mediated [3 + 2]-annulation reaction of alkenes with alpha,beta-unsaturated ketones and imines.
Cobalt-mediated [3 + 2]-annulation reaction of alkenes with alpha,beta-unsaturated ketones and imines.
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DOI:
10.1021/ol901542n
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发表时间:
2009-08-20
期刊:
影响因子:
5.2
通讯作者:
Bergman RG
中科院分区:
文献类型:
--
作者:
Schomaker JM;Toste FD;Bergman RG
The utility of cobalt dinitrosyl complexes for the [3+2] annulation of alkenes with unsaturated enones and ketimines has been demonstrated. Reaction of a series of cobalt dinitrosyl/alkene adducts with conjugate acceptors in the presence of Sc(OTf)3/LHMDS formed two new C-C bonds at the carbons α to the nitrosyl groups of the substrate, leading to unusual tri- and tetracycles. Retrocycloaddition of these products in the presence of norbornadiene yielded functionalized tetrasubstituted bicyclic olefins.
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