Synthetic studies on the trans-chlorocyclopropane dienyne side chain of callipeltoside A |
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Authors: | Olivo H F Velázquez F Trevisan H C |
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Institution: | Division of Medicinal and Natural Products Chemistry, The University of Iowa, Iowa City, Iowa 52242, USA. horacio-oliva@uiowa.edu |
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Abstract: | structure] Enantiomerically enriched trans-chlorocyclopropanemethanol was obtained by lipase kinetic resolution of dichlorocyclopropanemethanol 3, followed by reduction. The sp-sp(2) bond of the trans-chlorocyclopropane dienyne side chain of callipeltoside A was constructed via a Stille coupling reaction of 1, 1-dibromo-1-alkene 7 and a vinylstannane in a highly dipolar solvent capable of promoting HBr elimination to give internal alkynes. |
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