ALKYLATION OF ENAMINOTHIONES - WHAT CAUSES THE OBSERVED STEREOSELECTIVITY

Authors
PATKAR LN DESHMUKH ARAS RAJAPPA S
Citation
Ln. Patkar et al., ALKYLATION OF ENAMINOTHIONES - WHAT CAUSES THE OBSERVED STEREOSELECTIVITY, Tetrahedron letters, 36(51), 1995, pp. 9373-9376
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
51
Year of publication
1995
Pages
9373 - 9376
Database
ISI
SICI code
0040-4039(1995)36:51<9373:AOE-WC>2.0.ZU;2-Z
Abstract
Alkylation of the enaminothiones 1 and 5 in the presence of base leads to the products 2 and 6 with preponderant or exclusive Z- configurati on about the C=C. Acid catalysed equilibration of 2 leads to a mixture in which the E- isomer predominates, whereas in the case of 6, the Z- form appears to be the thermodynamically favoured one.