Issue 30, 2012

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

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

Supplementary files

Article information

Article type
Paper
Submitted
10 jan 2012
Accepted
20 feb 2012
First published
13 mar 2012

Org. Biomol. Chem., 2012,10, 5965-5970

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

T. Sun, C. Deutsch and N. Krause, Org. Biomol. Chem., 2012, 10, 5965 DOI: 10.1039/C2OB25069A

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