Chiral synthesis of (+)-8'-demethyl abscisic acid

…, SR Abrams, MK Walker-Simmons…

Index: Rose, Patricia A.; Lei, Bo; Shaw, Angela C.; Walker-Simmons; Napper, Scott; Quail, J. Wilson; Abrams, Suzanne R. Canadian Journal of Chemistry, 1996 , vol. 74, # 10 p. 1836 - 1843

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Citation Number: 10

Abstract

An enantioselective synthesis of (+)-8'-demethyl ABA (2) is described. The chiral intermediate 7 was prepared by yeast reduction of a substituted monoprotected cyclohexa-2, 5-dien-1, 4-dione (9) synthesized through a phenol oxidation. The scope and limitations of the phenol oxidation is described. 8'-Demethyl ABA shows ABA-like activity in wheat embryo germination inhibition, showing that the 8'-methyl group is not essential for biological ...