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Cyclic 2:1 and 1:2 Aldehyde‐to‐Acetone Byproduct Adducts in Aldol Reactions Promoted by Supported Proline‐Incorporated Catalysts
Author(s) -
TuchmanShukron Lital,
Kehat Tzofit,
Portnoy Moshe
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200801146
Subject(s) - aldol reaction , chemistry , acetone , adduct , aldehyde , catalysis , domino , stoichiometry , organic chemistry , proline , context (archaeology) , ketone , aldol condensation , paleontology , biochemistry , amino acid , biology
Significant amounts of cyclic byproducts of aldol addition with stoichiometry deviating from a regular 1:1 addition pattern were formed when the reaction of acetone with aromatic aldehydes was promoted by polymer‐supported proline‐incorporated catalysts. These adducts, unprecedented in the context of the aldol reaction, are most probably formed via a multistep domino mechanism.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)