Studies directed toward the synthesis of the massileunicellins |
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Authors: | Yonghai Chai |
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Institution: | Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, AR 72701, USA |
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Abstract: | An approach to the massileunicellins is described that employs a cycloaldol reaction to assemble the isobenzofuran bicyclic core. A stereoselective rearrangement-epoxidation-oxidation cascade and a chelation controlled addition to a hindered acyl furan are used to install the C3, C11, C12, and C13 oxygens. The synthesis establishes eight of the nine stereocenters present in the isobenzofuran core of the massileunicellins. |
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Keywords: | Aldol reaction Asymmetric synthesis Rearrangements Isobenzofurans |
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