Enantioselective synthesis of alpha-hydroxysilanes by bioreduction of aroyltrimethylsilanes

Citation
Af. Patrocinio et al., Enantioselective synthesis of alpha-hydroxysilanes by bioreduction of aroyltrimethylsilanes, J CHEM S P1, (21), 1999, pp. 3133-3137
Citations number
37
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
21
Year of publication
1999
Pages
3133 - 3137
Database
ISI
SICI code
0300-922X(19991107):21<3133:ESOABB>2.0.ZU;2-7
Abstract
Aromatic acylsilanes [Ar-CO-SiMe3; Ar = C6H5, 4-ClC6H4, 2-, 3- and 4-OMeC6H 4, 3,4-(OMe)(2)C6H5 and 3,4-OCH2OC6H3] were reduced by baker's yeast to opt ically active alpha-silyl alcohols in 20-70% yield and 43-88% ee. Comments are made on the influence of silicon in this bioreduction reaction.