Concise enantioselective synthesis of abscisic acid and a new analogue.
Short and high-yielding syntheses of enantiomerically pure (S)-(+) and (R)-(-)-abscisic acid are described. The syntheses proceed through key intermediates that preferentially recrystallise as single diastereoisomers for each enantiomer. This route allows the preparation of either enantiomer of abscisic acid in ca. 30% overall yield, and as demonstrated, gives access to an enantiomerically pure abscisic acid analogue.
Smith
Timothy R
TR
Department of Chemistry, University of Warwick, Coventry, UK.
Clark
Andrew J
AJ
Clarkson
Guy J
GJ
Taylor
Paul C
PC
Marsh
Andrew
A
D000040:Abscisic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D000040:Abscisic Acid