Asymmetric Conjugate Alkynylation of Cyclic α,β‐Unsaturated Carbonyl Compounds with a Chiral Diene Rhodium Catalyst | Zendy

Dou Xiaowei | Zendy; Huang Yinhua | Zendy; Hayashi Tamio | Zendy

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Asymmetric Conjugate Alkynylation of Cyclic α,β‐Unsaturated Carbonyl Compounds with a Chiral Diene Rhodium Catalyst

Author(s) -

Dou Xiaowei,

Huang Yinhua,

Hayashi Tamio

Publication year - 2016

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201509778

Subject(s) - diene , conjugate , rhodium , chemistry , catalysis , reagent , medicinal chemistry , ligand (biochemistry) , alkynylation , methanol , organic chemistry , biochemistry , natural rubber , receptor , mathematics , mathematical analysis

Asymmetric conjugate alkynylation of cyclic α,β‐unsaturated carbonyl compounds (ketones, esters, and amides) was realized by use of diphenyl[(triisopropylsilyl)ethynyl]methanol as an alkynylating reagent in the presence of a rhodium catalyst coordinated with a new chiral diene ligand (Fc‐bod; bod=bicyclo[2.2.2]octa‐2,5‐diene, Fc=ferrocenyl) to give high yields of the corresponding β‐alkynyl‐substituted carbonyl compounds with 95–98 % ee .

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