Ag-catalyzed stereoselective cyclohexadienyl transfer: a novel entry into arylphenylmethanols.

Org Lett

Fachbereich Chemie, Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149 Münster, Germany.

Published: March 2008

The letter describes a novel concept for the synthesis of biologically important arylphenylmethanols. Stereoselective cyclohexadienyl transfer from 1,4-cyclohexadienyltributyltin to various aromatic aldehydes using AgOTf/BINAP as a catalyst precursor provides 1,4-cyclohexadienylphen-ylmethanols that are readily oxidized to the corresponding arylphenylmethanols. Fifteen examples are presented.

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http://dx.doi.org/10.1021/ol703080aDOI Listing

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