Enantioselective Synthesis of Biphenols from 1,4-Diketones by Traceless Central-to-Axial Chirality Exchange
- 9 December 2010
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 133 (1) , 18-20
- https://doi.org/10.1021/ja108717r
Abstract
A method for the enantioselective synthesis of biphenols from readily prepared 1,4-diketones is reported. Key to the success of this method is the highly selective transfer of central to axial chirality during a double aromatization event triggered by BF3·OEt2. On the basis of X-ray crystallographic data, a stereochemical model for this chirality exchange process is put forth.Keywords
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