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Asymmetric synthesis of arylselenoalcohols by means of the reduction of organoseleno acetophenones by whole fungal cells
Authors:Leandro H. Andrade,   lvaro T. Omori, Andr   L. M. Porto,Jo  o V. Comasseto
Affiliation:

Laboratório de Química Fina e Biocatálise, Instituto de Química, Universidade de São Paulo, Av. Prof. Lineu Prestes, No. 748, CEP 05508-900, São Paulo, SP, Brazil

Abstract:A series of novel organoseleno acetophenones (3a–f) have been synthesized. The microbial reduction of the seleno ketones (3) has been evaluated using whole cells of Rhizopus oryzae CCT 4964, Aspergillus terreus CCT 3320, A. terreus CCT 4083 and Emericella nidulans CCT 3119. These microorganisms showed Prelog and anti-Prelog stereoselectivity, leading to the arylselenoalcohols in moderate to high enantiomeric excesses. The organoselenium compounds were compatible with the biocatalytic conditions employed.
Keywords:Microbial reduction   Whole fungal cells   Ketones   Selenium   Alcohols
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