Application of the Rh (II) cyclization/cycloaddition cascade for the total synthesis of (±)-aspidophytine
JM Mejía-Oneto, A Padwa
Index: Mejia-Oneto, Jose M.; Padwa, Albert Organic Letters, 2006 , vol. 8, # 15 p. 3275 - 3278
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Citation Number: 112
Abstract
A new strategy for the synthesis of (±)-aspidophytine has been developed and is based on a Rh (II)-catalyzed cyclization/dipolar cycloaddition sequence. The resulting [3+ 2]- cycloadduct undergoes an efficient Lewis acid mediated cascade that rapidly provides the complete skeleton of aspidophytine. The synthesis also features a mild decarbomethoxylation reaction.
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[Mejia-Oneto, Jose M.; Padwa, Albert Helvetica Chimica Acta, 2008 , vol. 91, # 2 p. 285 - 302]