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Highly Enantioselective Organocatalytic Hydroxyalkylation of Indoles with Ethyl Trifluoropyruvate
Author(s) -
Török Béla,
Abid Mohammed,
London Gábor,
Esquibel Joseph,
Török Marianna,
Mhadgut Shilpa C.,
Yan Ping,
Prakash G. K. Surya
Publication year - 2005
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.200462877
Subject(s) - enantioselective synthesis , cinchona , stereoselectivity , enantiomer , chemistry , organocatalysis , catalysis , organic chemistry , cinchona alkaloids , combinatorial chemistry
Readily available cinchona alkaloids have been used as organocatalysts in the highly efficient stereoselective hydroxyalkylation of heteroaromatics such as indoles with 3,3,3‐trifluoropyruvate ( 2 , see scheme). High yields and ee values of both enantiomers of the products, depending on the catalyst used, indicate the usefulness of the developed methodology.