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Total Synthesis of (−)??Salinosporamide A

Y Kaiya, J Hasegawa, T Momose…

文献索引:Kaiya, Yuji; Hasegawa, Jun-Ichi; Momose, Takayuki; Sato, Takaaki; Chida, Noritaka Chemistry - An Asian Journal, 2011 ,  vol. 6,  # 1  p. 209 - 219

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被引用次数: 14

摘要

Abstract A detailed description of our second-generation total synthesis of salinosporamide A is presented. Three contiguous stereocenters in the γ-lactam structure seen in the natural product were established by stereoselective functionalization of a D-arabinose scaffold, including an Overman rearrangement to generate a highly congested tetrasubstituted carbon center. One of the definitive reactions in the synthesis was a Lewis acid mediated ...