Canadian Journal of Chemistry p. 1836 - 1843 (1996)
Update date:2022-08-05
Topics:
Rose, Patricia A.
Lei, Bo
Shaw, Angela C.
Walker-Simmons
Napper, Scott
Quail, J. Wilson
Abrams, Suzanne R.
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 activity.
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