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L ‐ t ‐Leucine‐Catalyzed Direct Asymmetric Aldol Reaction of Cyclic Ketones
Author(s) -
Kanemitsu Takuya,
Umehara Atsushi,
Miyazaki Michiko,
Nagata Kazuhiro,
Itoh Takashi
Publication year - 2011
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.201001413
Subject(s) - aldol reaction , chemistry , ketone , substrate (aquarium) , catalysis , leucine , aldol condensation , stereochemistry , medicinal chemistry , organic chemistry , amino acid , biochemistry , oceanography , geology
L ‐ t ‐Leucine‐catalyzed direct asymmetric aldol reactions are described. In the aldol reaction of p ‐nitrobenzaldehyde with a cyclic ketone at room temperature, L ‐ t ‐leucine exhibits catalytic activity resulting in moderate to high diastereo‐ and enantioselectivity. Use of cycloheptanone or cyclooctanone as a substrate resulted in production of the syn selective product.