A catalytic, asymmetric formal synthesis of (+)-hamigeran B |
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Authors: | Mukherjee Herschel McDougal Nolan T Virgil Scott C Stoltz Brian M |
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Institution: | The Arnold and Mabel Beckman Laboratories of Chemical Synthesis, California Institute of Technology, Pasadena, California 91125, USA. |
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Abstract: | A concise asymmetric, formal synthesis of (+)-hamigeran B is reported. A Pd-catalyzed, decarboxylative allylic alkylation, employing a trifluoromethylated derivative of t-BuPHOX, is utilized as the enantioselective step to form the critical quaternary carbon center in excellent yield and enantioselectivity. The product is converted in three steps to a late-stage intermediate previously used in the synthesis of hamigeran B. |
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