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Total synthesis of the novel antifungal agent (+/-)-jesterone
Goverdhan Mehta1, Subhas Chandra Pan
1Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India.
Abstract:
A total synthesis of the novel, biologically active epoxyquinone natural product (+/-)-jesterone has been accomplished from the readily accessible Diels-Alder adduct of cyclopentadiene and prenylated-p-benzoquinone. The approach delineated here is notable for its conceptual simplicity and efficient orchestration of a series of chemo-, regio-, and stereoselective operations. [reaction: see text]
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