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Combined coinage metal catalysis in natural product synthesis: total synthesis of (+)-varitriol and seven analogs†‡
Tao Sun,Carl Deutsch,Norbert Krause
Organic & Biomolecular Chemistry Pub Date : 03/13/2012 00:00:00 , DOI:10.1039/C2OB25069A
Abstract

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

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