1056014-16-4Relevant academic research and scientific papers
An asymmetric synthesis of (+)-desoxoprosophylline
Raghavan, Sadagopan,Mustafa, Shaik
, p. 5169 - 5171 (2008/12/20)
An efficient synthesis of (+)-desoxoprosophylline is described. The key steps in the reaction sequence include the preparation of an N-Cbz-sulfilimine from the corresponding sulfoxide using the Burgess reagent, regio- and stereoselective hetero-functionalization of an alkene using the pendant sulfilimine as the nucleophile and a stereoselective amidomercuration to form the cis-2,6-disubstituted piperidine ring.
N-Cbz sulfilimines as valuable intramolecular nucleophiles for the stereoselective synthesis of (-)-deoxocassine and (+)-desoxoprosophylline
Raghavan, Sadagopan,Mustafa, Shaik
, p. 10055 - 10061 (2008/12/22)
N-Cbz sulfilimine, prepared from the corresponding sulfoxide using the Burgess reagent, has been employed as an intramolecular nucleophile for the regio- and stereoselective preparation of a bromo-carbamate from an alkene. The bromo-carbamate has been utilized as an advanced common synthon for the synthesis of deoxocassine and desoxoprosophylline employing the ene and amidomercuration as key reactions.
