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Copper-catalyzed cascade annulation of unsaturated ?-bromocarbonyls with enynals: a facile access to ketones from aldehydes.

ABSTRACT: A Cu-catalyzed cascade annulation of enynals with alkenyl or alkynyl ?-bromocarbonyls for the synthesis of various cyclohexenone-fused polycyclic compounds is described. Up to six new C-C bonds and four new carbocycles can be established in a single reaction, highlighting the high efficiency and step-economics of this protocol. This reaction offers a novel and straightforward entry to the synthesis of ketones featuring the addition of carbon radicals to aldehydes.

SUBMITTER: Che C 

PROVIDER: S-EPMC6014112 | biostudies-literature | 2016 Jul

REPOSITORIES: biostudies-literature

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Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes.

Che Chao C   Huang Qianwen Q   Zheng Hanliang H   Zhu Gangguo G  

Chemical science 20160304 7

A Cu-catalyzed cascade annulation of enynals with alkenyl or alkynyl α-bromocarbonyls for the synthesis of various cyclohexenone-fused polycyclic compounds is described. Up to six new C-C bonds and four new carbocycles can be established in a single reaction, highlighting the high efficiency and step-economics of this protocol. This reaction offers a novel and straightforward entry to the synthesis of ketones featuring the addition of carbon radicals to aldehydes. ...[more]

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