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Synthesis 2008(11): 1793-1797
DOI: 10.1055/s-2008-1067021
DOI: 10.1055/s-2008-1067021
PAPER
© Georg Thieme Verlag Stuttgart · New York
Novel, One-Pot Procedure for the Synthesis of 2-Arylethanol Derivatives
Further Information
Received
18 December 2007
Publication Date:
11 April 2008 (online)
Publication History
Publication Date:
11 April 2008 (online)
Abstract
An efficient one-pot synthesis of 2-arylethanol derivatives using ethylene sulfate as a C2 building block is described. High yields are obtained upon trapping of aryllithium intermediates generated by halogen-metal exchange or directed metalation with ethylene sulfate. The resulting heteroaryl or phenylethanol derivatives represent versatile building blocks for the synthesis of annulated pyran derivatives by oxa-Pictet-Spengler reaction.
Key words
alcohols - electrophilic aromatic substitutions - heterocycles - sulfates - lithiation
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