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

Organic Chemistry, Dortmund University of Technology, D-44227-Dortmund, Germany.
Organic & Biomolecular Chemistry (Impact Factor: 3.56). 03/2012; 10(30):5965-70. DOI: 10.1039/c2ob25069a
Source: PubMed


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 viaα-hydroxyallene 5 afforded (+)-varitriol with 6.4% yield over 10 steps.

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