Baig, Nasir Rashid Baig and Chandrakala, RN and Sudhir, Sai V and Chandrasekaran, Srinivasan (2010) Synthesis of Unnatural Selenocystines and beta-Aminodiselenides via Regioselective Ring-Opening of Sulfamidates Using a Sequential, One-Pot, Multistep Strategy. In: Journal of Organic Chemistry, 75 (9). pp. 2910-2921.
PDF
jo1001388.pdf - Published Version Restricted to Registered users only Download (1MB) | Request a copy |
Abstract
A variety of N-alkyl-beta-aminodiselenides have been synthesized in high yield from sulfamidates under mild reaction conditions using potassium selenocyanate and benzyltriethylammonium tetrathiomolybdate ([BnNEt3](2)MoS4) 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: | Journal Article |
---|---|
Publication: | Journal of Organic Chemistry |
Publisher: | American Chemical Society |
Additional Information: | Copyright of this article belongs to American Chemical Society. |
Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
Date Deposited: | 26 May 2010 07:25 |
Last Modified: | 19 Sep 2010 06:07 |
URI: | http://eprints.iisc.ac.in/id/eprint/28049 |
Actions (login required)
View Item |