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Synthesis 2005(10): 1575-1577
DOI: 10.1055/s-2005-865304
DOI: 10.1055/s-2005-865304
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
Selectivity Adjustment in the Cleavage of Allyl Phenyl and Methyl Phenyl Ethers with Boron Trifluoride-Methyl Sulfide Complex
Further Information
Received
20 October 2004
Publication Date:
07 April 2005 (online)
Publication History
Publication Date:
07 April 2005 (online)
Abstract
Cleavage of model allyl phenyl and methyl phenyl ethers with boron trifluoride-methyl sulfide complex is described. The demonstrated strong dependence of the reaction rate on the substitution pattern of the phenyl ring and the reaction conditions make it potentially possible to selectively cleave a single methoxy (or allyloxy) group in polymethoxy (or allyloxy) compounds.
Key words
ethers - cleavage - regioselectivity - substituent effects - boron trifluoride - methyl sulfide
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