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  1. Home
  2. Indian Institute of Technology Madras
  3. Publication10
  4. Synthetic equivalents based on Weinreb amide functionality for convenient access to monoprotected α-diketones
 
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Synthetic equivalents based on Weinreb amide functionality for convenient access to monoprotected α-diketones

Date Issued
03-04-2007
Author(s)
Balasubramaniam, Sivaraman
Indrapal Singh Aidhen 
Indian Institute of Technology, Madras
DOI
10.1055/s-2007-973882
Abstract
A convenient new strategy for the synthesis of monoprotected α-diketones has been achieved. The strategy is based on the use of hitherto unreported N-methoxy-N-methyl-1,3-dithiolane-2-carboxamide and N-methoxy-N-methyl-1,3-dithiane-2-carboxamide as synthetic equivalent for an α-dicarbonyl unit with opposing polarity. Nucleophilic addition on the amide functionality followed by alkylation furnished the targeted monoprotected α-diketones in moderate to good yields. © Georg Thieme Verlag Stuttgart.
Subjects
  • α-diketones

  • Dithianes

  • Dithiolanes

  • Weinreb amide

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