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Highly Enantioselective Proline‐Catalysed Direct Aldol Reaction of Chloroacetone and Aromatic Aldehydes
Author(s) -
MartínezCastañeda Ángel,
Poladura Belén,
RodríguezSolla Humberto,
Concellón Carmen,
del Amo Vicente
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201103667
Subject(s) - aldol reaction , proline , enantioselective synthesis , chemistry , solvent , organic chemistry , catalysis , biochemistry , amino acid
Ready salted proline : The combination of proline and an achiral triazabicyclodecene‐derived guanidinium salt permits, for the first time, the direct aldol reaction of chloroacetone and aromatic aldehydes (see scheme). The resulting chlorohydrins are formed with high regio‐, diastereo‐ and enantioselectivity. This procedure is experimentally simple and green, working without solvent, in test tubes placed inside a standard laboratory fridge without agitation or mechanical stirring.