Highly Enantioselective Conjugate Addition of Thioglycolate to Chalcones Catalyzed by Lanthanum: Low Catalyst Loading and Remarkable Chiral Amplification | Zendy

Hui Yonghai | Zendy; Jiang Jun | Zendy; Wang Wentao | Zendy; Chen Weiliang | Zendy; Cai Yunfei | Zendy; Lin Lili | Zendy; Liu Xiaohua | Zendy; Feng Xiaoming | Zendy

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Highly Enantioselective Conjugate Addition of Thioglycolate to Chalcones Catalyzed by Lanthanum: Low Catalyst Loading and Remarkable Chiral Amplification

Author(s) -

Hui Yonghai,

Jiang Jun,

Wang Wentao,

Chen Weiliang,

Cai Yunfei,

Lin Lili,

Liu Xiaohua,

Feng Xiaoming

Publication year - 2010

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.201000105

Subject(s) - enantioselective synthesis , conjugate , catalysis , lanthanum , yield (engineering) , chemistry , combinatorial chemistry , organic chemistry , medicinal chemistry , mathematics , materials science , mathematical analysis , metallurgy

Ramping it up : The titled reaction has been developed using a chiral N , N ′‐dioxide–La III complex as the catalyst. The reaction proceeded with high yield and enantioselectivity. Remarkably, a high asymmetric amplification was observed, as 98 % ee was achieved using 1 mol % L /La(OTf) 3 in which the ee value of L was 2 % ee. Tf=trifluoromethanesulfonyl.

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