Journal of Organic Chemistry p. 4724 - 4729 (1988)
Update date:2022-08-04
Topics:
Belletire,John L.
Fry,Douglas F.
The antineoplastic prototype lignan natural product wikstromol was synthesized in racemic form by a straightforward sequence involving, as its key transformations,oxidative coupling of a carboxylic acid dianion,generation and stereoselective oxidation of a potassium enolate,and a deprotection step.The overall yield for nine steps is 29percent.Depending on the choice of oxidants for the enolate,considerable modification in the ratio of stereoisomeric products is possible.
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