Microbial Asymmetric Oxidation of 2-Alkoxyethylsulfides and a Facile Synthesis of Chiral Vinyl Sulfoxide
- 1 April 1989
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 18 (4) , 625-628
- https://doi.org/10.1246/cl.1989.625
Abstract
2-Alkoxyethyl phenyl sulfides were oxidized by incubation with Rhodococcus equi IFO 3730 to afford chiral sulfoxides of high enantio excess. Phenyl vinyl sulfoxide and 2-hydroxyethyl phenyl sulfoxide were obtained from microbial oxidation products without any loss of their optical purities.Keywords
This publication has 12 references indexed in Scilit:
- Un synthon cetenique chiral masque, le (R)S ethynyl p-tolylsulfoxydeTetrahedron Letters, 1988
- Conjugate addition of internal nucleophile to chiral vinyl sulfoxides with stereogenic center at the allylic carbon. “intramolecular” double asymmetric inductionTetrahedron Letters, 1988
- An efficient approach to enantiomerically pure fluorhydrinsTetrahedron Letters, 1987
- Intramolecular addition of amines to chiral vinyl sulfoxides, total synthesis of ()-(+)-canadineTetrahedron Letters, 1987
- Simple and stereocontrolled preparation of optically pure (E)- and (Z)-1-alkenyl p-tolyl sulfoxides via 1-alkynyl p-tolyl sulfoxidesThe Journal of Organic Chemistry, 1987
- Diastereoselective α-alkylation of β-hydroxy sulfoxides and its application to the synthesis of (+)- and (3)-disparlureTetrahedron Letters, 1987
- Asymmetric synthesis of natural products using chiral sulfoxides.Journal of Synthetic Organic Chemistry, Japan, 1987
- Organic synthesis utilizing chiral sulfoxides.Journal of Synthetic Organic Chemistry, Japan, 1986
- Oligomerization of vinyl monomers. 17. Stereoselective methylation of 1-lithio-1,3-bis(phenylsulfinyl)butane. Kinetic vs. thermodynamic control in the formation of diastereomeric ion pairsJournal of the American Chemical Society, 1985
- Total synthesis of (.+-.)-vernolepinJournal of the American Chemical Society, 1978