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Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines | Synapse

June 13, 2011Journal of the American Chemical Society136 citations

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Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines

SHSunkyu HanKorea Advanced Institute of Science and Technology MMMohammad MovassaghiMassachusetts Institute of Technology

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Abstract

The concise and enantioselective total syntheses of (-)-trigonoliimines A, B, and C are described. Our unified strategy to all three natural products is based on asymmetric oxidation and reorganization of a single bistryptamine, a sequence of transformations with possible biogenetic relevance. We revise the absolute stereochemistry of (-)-trigonoliimines A, B, and C.

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Han et al. (Mon,) studied this question.

synapsesocial.com/papers/6a0820e2ab15ea61dee8af03 https://doi.org/https://doi.org/10.1021/ja204597k

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