Synthesis of unnatural selenocystines and β-aminodiselenides via regioselective ring-opening of sulfamidates using a sequential, one-pot, multistep strategy

Baig, Nasir Baig Rashid ; Chandrakala, R. N. ; Sudhir, V. Sai ; Chandrasekaran, Srinivasan (2010) Synthesis of unnatural selenocystines and β-aminodiselenides via regioselective ring-opening of sulfamidates using a sequential, one-pot, multistep strategy Journal of Organic Chemistry, 75 (9). pp. 2910-2921. ISSN 0022-3263

Full text not available from this repository.

Official URL: http://pubs.acs.org/doi/abs/10.1021/jo1001388

Related URL: http://dx.doi.org/10.1021/jo1001388

Abstract

A variety of N-alkyl-β-aminodiselenides have been synthesized in high yield from sulfamidates under mild reaction conditions using potassium selenocyanate and benzyltriethylammonium tetrathiomolybdate ([BnNEt3]2MoS4) in a sequential, one-pot, multistep reaction. The tolerance of multifarious protecting groups under the reaction conditions is discussed. The methodology was successfully extended to the synthesis of selenocystine, 3,3'-dialkylselenocystine, and 3,3'-diphenylisoselenocystine and their direct incorporation into peptides.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:7346
Deposited On:25 Oct 2010 11:45
Last Modified:01 Feb 2011 08:24

Repository Staff Only: item control page