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Evidence of Asymmetric Autocatalysis in Organocatalytic Reactions
Author(s) -
Mauksch Michael,
Tsogoeva Svetlana B.,
Martynova Irina M.,
Wei Shengwei
Publication year - 2007
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.200603517
Subject(s) - autocatalysis , catalysis , chemistry , mannich reaction , substrate (aquarium) , enantioselective synthesis , organocatalysis , product (mathematics) , catalytic cycle , product inhibition , combinatorial chemistry , computational chemistry , organic chemistry , mathematics , non competitive inhibition , oceanography , geometry , enzyme , geology
When product and catalyst are the same : The chiral product 3 of an asymmetric Mannich reaction (see scheme), investigated under various experimental conditions and by calculations, is shown to act as a chiral catalyst for its own formation (autocatalysis). A generally applicable catalytic cycle is proposed to involve equilibria between hydrogen‐bonded substrate–product complexes.