Alkynyl Group as Activating Group: Base‐Catalyzed Diastereoselective Domino Reactions of Electron‐Deficient Enynes | Zendy

Li Wenbo | Zendy; Xiao Yuanjing | Zendy; Zhang Junliang | Zendy

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Alkynyl Group as Activating Group: Base‐Catalyzed Diastereoselective Domino Reactions of Electron‐Deficient Enynes

Author(s) -

Li Wenbo,

Xiao Yuanjing,

Zhang Junliang

Publication year - 2009

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200900633

Subject(s) - chemistry , domino , cyclopentanes , enyne , catalysis , group (periodic table) , base (topology) , stereoselectivity , cascade reaction , medicinal chemistry , leaving group , malonate , organic chemistry , mathematical analysis , mathematics

This paper describes a base‐catalyzed domino reaction of electron‐deficient enynes with malonate‐derived α,β‐unsaturated esters and ketones, which provides a rapid, stereoselective access to multi‐functionalized cyclopentanes and inden‐5(6 H )‐ones in high yields. In this reaction, the alkynyl group of the enyne acts as an activating group rather than a reacting group.

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