Copper‐catalyzed asymmetric 1,4‐conjugate addition of dialkylzinc to enones | Zendy

Gou Shaohua | Zendy; Ye Zhongbin | Zendy; Shi Leiting | Zendy; Qing Dayong | Zendy; Zhang Wen | Zendy; Wang Yuliang | Zendy

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Copper‐catalyzed asymmetric 1,4‐conjugate addition of dialkylzinc to enones

Author(s) -

Gou Shaohua,

Ye Zhongbin,

Shi Leiting,

Qing Dayong,

Zhang Wen,

Wang Yuliang

Publication year - 2010

Publication title -

applied organometallic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.53

H-Index - 71

eISSN - 1099-0739

pISSN - 0268-2605

DOI - 10.1002/aoc.1651

Subject(s) - chemistry , chalcone , diethylzinc , catalysis , enone , conjugate , yield (engineering) , dimethylzinc , copper , addition reaction , organic chemistry , medicinal chemistry , enantioselective synthesis , mathematical analysis , materials science , mathematics , metallurgy

Asymmetric 1,4‐conjugation addition of dialkylzinc (diethylzinc and dimethylzinc) to cyclic enones, chalcone and nitroalkenes was achieved by a 25 mol% ( R )‐6,6′‐Br 2 ‐BINOL( 1f ), 25 mol% CuSPh and 100 mol% dicyclohexylmethylamin(Cy 2 NMe) catalyst system. The Cu(I) catalyst system enables the cyclic enone, chalcone and nitroalkene generality with high enantioselectivity (up to 84% ee) and isolated yield (up to 94%) under mild reaction conditions. Copyright © 2010 John Wiley & Sons, Ltd.

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