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Biomimetic total synthesis of (+)-himbacine

K Tchabanenko, RM Adlington, AR Cowley…

文献索引:Tchabanenko, Kirill; Adlington, Robert M.; Cowley, Andrew R.; Baldwin, Jack E. Organic Letters, 2005 , vol. 7, # 4 p. 585 - 588

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被引用次数: 37

摘要

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.