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Catalytic Enantioselective Addition of Dialkylzinc Reagents to N ‐Acylpyridinium Salts
Author(s) -
FernándezIbáñez M. Ángeles,
Maciá Beatriz,
Pizzuti Maria Gabriella,
Minnaard Adriaan J.,
Feringa Ben L.
Publication year - 2009
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.200904981
Subject(s) - enantioselective synthesis , reagent , catalysis , salt (chemistry) , chemistry , combinatorial chemistry , organic chemistry , copper , alkaloid
A pinch of salt : The first catalytic addition of dialkylzinc reagents to N‐ acylpyridinium salts with good yields and excellent enantioselectivities uses a copper–( S )‐ L complex as the catalyst. The versatility of the method is illustrated in the formal synthesis of the alkaloid ( R )‐coniine. Bn=benzyl, Tf=trifluoromethanesulfonyl.
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