期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 131, 期 12, 页码 4192-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja8097959
关键词
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资金
- National Natural Science Foundation of China [20821002, 20672131]
- Major State Basic Research Development Program [2009CB825300]
A highly efficient, selective, and catalytic intermolecular formal carbenoid insertion reaction into olefinic C-H bonds of allylic phosphoranes is described. This novel insertion reaction proved to proceed via a catalytic cyclopropanation of allylic phosphoranes with diazoacetate, followed by ring opening of the resulting cyclopropane ylide. On the basis of this observation, a facile synthetic method yielding 1,1,4-trisubstituted 1,3-butadienes with high stereoselectivity by a one-pot reaction of tributylphosphine-derived salt 11 with MDA and aldehydes under mild conditions has been developed.
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