4.6 Article

Combined coinage metal catalysis in natural product synthesis: total synthesis of (+)-varitriol and seven analogs

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 30, Pages 5965-5970

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob25069a

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A modular total synthesis of the natural product (+)-varitriol (1) and seven analogs was achieved by using combined coinage metal catalysis. Starting from enynol 13, reagent-controlled introduction of stereogenic centers and efficient center-to-axis-to-center chirality transfer via alpha-hydroxyallene 5 afforded (+)-varitriol with 6.4% yield over 10 steps.

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