Enantioselective total syntheses of omuralide, 7-epi-omuralide, and (+)-lactacystin |
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Authors: | Hayes Christopher J Sherlock Alexandra E Green Martin P Wilson Claire Blake Alexander J Selby Matthew D Prodger Jeremy C |
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Affiliation: | School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK. chris.hayes@nottingham.ac.uk |
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Abstract: | An alkylidene carbene 1,5-CH insertion has been used as a key step in an enantioselective total syntheses of omuralide, its C7-epimer, and (+)-lactacystin. An additional noteworthy feature of the synthesis is the use of a novel oxidative deprotection procedure, utilizing DMDO, for the conversion of a late-stage benzylidene acetal into a primary alcohol and a secondary benzoate ester. |
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