AXIALLY CHIRAL 1,1'-BINAPHTHYLS WITH NONIDENTICAL GROUPS IN 2,2'-POSITIONS - SYNTHESIS OF THE ENANTIOMERICALLY PURE 2-HYDROXY-2'-THIOL AND SUBSTITUTED 2-AMINO-2'-THIOLS

Authors
SMRCINA M VYSKOCIL S POLIVKOVA J POLAKOVA J SEJBAL J HANUS V POLASEK M VERRIER H KOCOVSKY P
Citation
M. Smrcina et al., AXIALLY CHIRAL 1,1'-BINAPHTHYLS WITH NONIDENTICAL GROUPS IN 2,2'-POSITIONS - SYNTHESIS OF THE ENANTIOMERICALLY PURE 2-HYDROXY-2'-THIOL AND SUBSTITUTED 2-AMINO-2'-THIOLS, Tetrahedron : asymmetry, 8(4), 1997, pp. 537-546
Citations number
48
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
4
Year of publication
1997
Pages
537 - 546
Database
ISI
SICI code
0957-4166(1997)8:4<537:AC1WNG>2.0.ZU;2-8
Abstract
Enantiomerically pure hydroxy thiol (S)-(+)-6, amino thiol (S)-(+)-12, and N,N-dimethylamino thiol (S)-(-)-16 have been synthesized from BIN OL (S)-(-)- and the amino alcohol (S)-(-)-7, respectively, via the New man-Kwart rearrangement of the corresponding thiocarbamoyl derivatives (S)-(-)-2, (S)-(-)-10, and (S)-(-)-14. Configurational stability of t he binaphthyl unit has been observed. (C) 1997 Elsevier Science Ltd.