BIOTRANSFORMATION OF ORGANIC SULFIDES .7. FORMATION OF CHIRAL ISOTHIOCYANATO SULFOXIDES AND RELATED-COMPOUNDS BY MICROBIAL BIOTRANSFORMATION

Authors
HOLLAND HL BROWN FM LARSEN BG ZABIC M
Citation
Hl. Holland et al., BIOTRANSFORMATION OF ORGANIC SULFIDES .7. FORMATION OF CHIRAL ISOTHIOCYANATO SULFOXIDES AND RELATED-COMPOUNDS BY MICROBIAL BIOTRANSFORMATION, Tetrahedron : asymmetry, 6(7), 1995, pp. 1569-1574
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
7
Year of publication
1995
Pages
1569 - 1574
Database
ISI
SICI code
0957-4166(1995)6:7<1569:BOOS.F>2.0.ZU;2-H
Abstract
The fungi Helminthosporium species NRRL 4671 and Mortierella isabellin a ATCC 42613 have been used for the biotransformation of a series of i sothiocyanatoalkyl methyl sulfides and their synthetic precursors, ome ga-(methylthio)alkylphthalimides. H. species gave predominantly (S) su lfoxides in all cases; M. isabellina gave (R) isothiocyanatoalkyl meth yl sulfoxides, but in the case of two omega(methylthio)alkylphthalimid es substantial conversion of sulfoxide to sulfone resulted in the isol ation of the former with predominant (S) configuration. A correction i s made of the previously reported configurations of two biotransformat ion products (Tetrahedron: Asymmetry, 1994, 5, 1129).