Rational strategies for highly enantioselective lipase-catalyzed kinetic resolutions of very bulky chiral compounds: Substrate design and high-temperature biocatalysis

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Abstract

Rational approaches to successful lipase-catalyzed kinetic resolutions of very bulky chiral compounds are briefly reviewed: substrate design and high-temperature biocatalysis. The molecular design based on a stereo-sensing mechanism was the key to the success in the kinetic resolution of 5-[4-(1-hydroxyethyl)phenyl]-10,15,20-triphenylporphyrin. The lipase-catalyzed transesterification of 1,1-diphenyl-2-propanol in n-decane proceeded with excellent enantioselectivity at high temperatures up to 120°C in an autoclave.

Original languageEnglish
Pages (from-to)2765-2770
Number of pages6
JournalTetrahedron Asymmetry
Volume15
Issue number18
DOIs
Publication statusPublished - Sep 20 2004

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ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

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