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Enantioselective Organocatalyzed α Sulfenylation of Aldehydes
Author(s) -
Marigo Mauro,
Wabnitz Tobias C.,
Fielenbach Doris,
Jørgensen Karl Anker
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.200462101
Subject(s) - enantioselective synthesis , pyrrolidine , steric effects , chemistry , sulfanyl , elaboration , organic chemistry , optically active , alkyl , combinatorial chemistry , catalysis , philosophy , humanities
The facile elaboration of optically active α‐sulfanyl‐substituted aldehydes makes their direct preparation from unmodified aldehydes and 1‐benzylsulfanyl‐1,2,4‐triazole particularly valuable. The substituted aldehydes are formed with excellent enantioselectivities in the presence of sterically demanding chiral pyrrolidine derivatives as organocatalysts (see scheme). R, R′=H, alkyl, allyl, benzyl, Ph.