Synthetic Studies on MPC1001: A Dipolar Cycloaddition Approach to the Pyrrolidine Ring System

Schuber, Paul T.; Williams, Robert M.

doi:10.3987/com-11-s(p)101

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Cited by 6 publications

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Total Synthesis of (+)‐MPC1001B

et al. 2015

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The first total synthesis of an epidithiodiketopiperazine alkaloid, (+)‐MPC1001B, was accomplished. This synthesis features a tetra‐n‐butylammonium fluoride mediated intramolecular aldol reaction for forming the 15‐membered macrolactone ring, and the construction of an epidithiodiketopiperazine substructure through a stepwise sulfenylation reaction involving a novel trityl trisulfide (TrSSS)‐group transfer.

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Total Synthesis of (+)‐MPC1001B

et al. 2015

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Total Synthesis of (+)‐MPC1001B

et al. 2015

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The first total synthesis of an epidithiodiketopiperazine alkaloid, (+)-MPC1001B, was accomplished. This synthesis features a tetra-n-butylammonium fluoride mediated intramolecular aldol reaction for forming the 15-membered macrolactone ring, and the construction of an epidithiodiketopiperazine substructure through a stepwise sulfenylation reaction involving a novel trityl trisulfide (TrSSS)-group transfer.

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