4.7 Article

Highly Enantioselective Organocatalytic syn- and anti-Aldol Reactions in Aqueous Medium

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 9, Pages 1284-1288

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900122

Keywords

aqueous medium; mimicking enzymes; primary-tertiary diamines; quaternary stereocenters; syn- and anti-aldol reaction

Funding

  1. DST
  2. Ramanna fellowship
  3. CSIR

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We have synthesized chiral diamines that efficiently catalyze the syn- and anti-aldol reactions in aqueous medium with high diastereo- and enantioselectivities. The product, thus obtained, was further reduced selectively to give syn-configured 1,2,3-triol, an important subunit present in various monosaccharides and natural products such as (+)-boronolide.

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