Total Synthesis of (±)-Merrilactone A

W He, J Huang, X Sun, AJ Frontier

Index: He, Wei; Huang, Jie; Sun, Xiufeng; Frontier, Alison J. Journal of the American Chemical Society, 2008 , vol. 130, # 1 p. 300 - 308

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Citation Number: 73

Abstract

The total synthesis of racemic merrilactone A (a neurotrophic agent) is described, featuring simultaneous and stereospecific creation of the C4 and C5 stereocenters via a notable silyloxyfuran Nazarov cyclization. Full details of the successful synthetic strategy are given, as well as several examples of the interesting reactivity of intermediates that were prepared and studied during the execution of the total synthesis. A detailed investigation of the ...

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