Highly Enantioselective Addition of Phenylacetylene to Aldehydes Catalyzed by a β‐Sulfonamide Alcohol–Titanium Complex | Zendy

Xu Zhaoqing | Zendy; Wang Rui | Zendy; Xu Jiangke | Zendy; Da Chaoshan | Zendy; Yan Wenjin | Zendy; Chen Chao | Zendy

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Highly Enantioselective Addition of Phenylacetylene to Aldehydes Catalyzed by a β‐Sulfonamide Alcohol–Titanium Complex

Author(s) -

Xu Zhaoqing,

Wang Rui,

Xu Jiangke,

Da Chaoshan,

Yan Wenjin,

Chen Chao

Publication year - 2003

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.200352572

Subject(s) - phenylacetylene , sulfonamide , enantioselective synthesis , propargyl alcohol , alcohol , catalysis , chemistry , titanium , organic chemistry , aldehyde

Three simple steps were required to prepare the β‐sulfonamide alcohol ligand (L*) from L ‐phenylalanine. Its titanium complex efficiently catalyzes the asymmetric addition of phenylacetylene ( 2 ) to aromatic aldehydes 1 to form enantiomerically pure propargyl alcohols 3 . Ts= p ‐toluenesulfonyl, R=substituted phenyl or naphthyl group.

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