Conversion of cyclic vinyl sulfones to transposed vinyl phosphonates.

J Am Chem Soc

Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907, USA.

Published: September 2007

Functionalized cyclic vinyl sulfones were directly converted to the "polarity reversed" vinyl phosphonates through an efficient one pot procedure. Ozonolysis of these vinyl sulfones and vinyl phosphonates furnish complementary sets of termini-differentiated ester-aldehydes. This strategy has been applied for preparation of segments needed for the synthesis of Aplyronine A. The scope and limitations of this transformation were defined.

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Source
http://dx.doi.org/10.1021/ja072890pDOI Listing

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