TY - JOUR T1 - Concise synthesis of (+)-deoxoprosophylline via Co(III)(salen)-catalyzed two stereocentered HKR of racemic azido epoxides JF - Tetrahedron Letters Y1 - 2012 A1 - Devalankar, Dattatray A. A1 - Sudalai, Arumugam KW - Azido epoxide KW - Hydrolytic kinetic resolution KW - Piperidine KW - Wittig olefination AB -

An efficient synthesis of (+)-deoxoprosophylline has been achieved in high optical purity (99% ee) from readily available cis-2-butene-1,4-diol. The strategy employs Co-catalyzed Hydrolytic Kinetic Resolution (HKR) of two stereocentered racemic azido epoxides and diastereoselective intramolecular reductive cyclization as key reactions. (C) 2012 Elsevier Ltd. All rights reserved.

PB - PERGAMON-ELSEVIER SCIENCE LTD CY - THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND VL - 53 IS - 26 U3 - Foreign U4 - 2.397 ER -