Biomimetic total synthesis of (+)-himbacine
K Tchabanenko, RM Adlington, AR Cowley…
Index: Tchabanenko, Kirill; Adlington, Robert M.; Cowley, Andrew R.; Baldwin, Jack E. Organic Letters, 2005 , vol. 7, # 4 p. 585 - 588
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Citation Number: 37
Abstract
On treatment with trifluoroacetic acid butenolide 14 undergoes N-Boc deprotection and condensation followed by an iminium ion activated intramolecular Diels-Alder cycloaddition to give the (+)-himbacine precursor 11 on reductive work up. Compound 11 was converted into (+)-himbacine in four synthetic steps.
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