An efficient method for the synthesis of enantiopure 2,3-anti-propionate aldols involving a 3,5-syn- or anti-diol subunit through chiral borane- mediated enantioselective aldol reaction coupled with radical reduction

  • Kiyooka S
  • Shahid K
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Abstract

2,3-anti-Propionate aldols involving a 3,5-syn- or anti-diol subunit, versatile enantiopure segments available for macrolide synthesis, were prepared by a chiral oxazaborolidinone-promoted asymmetric aldol reaction with 2-bromo-1-ethoxy-2-methyl-1-trimethylsiloxyethene and the following highly anti-preferential radical debromination. (C) 2000 Elsevier Science Ltd.

Author-supplied keywords

  • Anti-propionate aldol
  • Asymmetric aldol reaction
  • Chiral borane
  • Radical reduction

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Authors

  • Syun Ichi Kiyooka

  • Kazi A. Shahid

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