Laxmikant N. Patkar

An efficient and selective method for preparing glycosyl sulfoxides by oxidizing glycosyl sulfides with OXONE or t-BuOOH on SiO2.

Silica gel adsorbed with OXONE or t-BuOOH was used as a mild oxidant to selectively oxidize glycosyl sulfides to corresponding sulfoxides in good yields and without sulfones formation. This method was also found compatible with various other functional groups in the glycosides.

Concomitant Desulfurization and Transesterification of Alkyl Thionocarbamates

Abstract Alkyl carbamate (such as 1) reacts with triphosgene at the nitrogen atom, whereas the analogous thionocarbamates (5) react at the sulfur. Subsequent treatment with various phenols or alcohols leads to the corresponding aryl carbamates or alkyl carbamates (6) respectively. The process thus involves both desulfurization and transesterification.

Alkylation of Enaminothiones: What causes the observed stereoselectivity?

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- configuration 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.