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

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′‐Br2‐BINOL(1f), 25 mol% CuSPh and 100 mol% dicyclohexylmethylamin(Cy2NMe) catalyst system. The Cu(I) catalyst system enables the cyclic enon...

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Veröffentlicht in:Applied organometallic chemistry 2010-07, Vol.24 (7), p.517-522
Hauptverfasser: Gou, Shaohua, Ye, Zhongbin, Shi, Leiting, Qing, Dayong, Zhang, Wen, Wang, Yuliang
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Sprache:eng
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Zusammenfassung: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′‐Br2‐BINOL(1f), 25 mol% CuSPh and 100 mol% dicyclohexylmethylamin(Cy2NMe) 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. Asymmetric 1,4‐conjugation addition of dialkylzinc (diethylzinc and dimethylzinc) to cyclic enones, chalcone and nitroalkenes was achieved using a 25 mol% (R)‐6,6′‐Br2‐BINOL(1f), 25 mol% CuSPh and 100 mol% dicyclohexylmethylamin(Cy2NMe) catalyst system. The Cu(I) catalyst system enabled cyclic enone, chalcone and nitroalkene generality with high enantioselectivity (up to 84% ee) and isolated yield (up to 94%) under mild reaction conditions.
ISSN:0268-2605
1099-0739
1099-0739
DOI:10.1002/aoc.1651