Lee, S Lim, CW Lee, JK Jung, OS Lee, YA 2024-01-21T13:05:30Z 2024-01-21T13:05:30Z 2021-09-05 2000-12-01 0957-4166 https://pubs.kist.re.kr/handle/201004/140842 A new and general one-pot synthetic method for C-2-symmetric N,N'-aryl-disubstituted bis(oxazolidin-2-ones) has been developed. Highly regioselective intramolecular cyclization reactions of 2,3-di(methanesulfonyloxy)-1,4-dihydroxybutane with arylisocyanates in the presence of sodium hydride afforded the corresponding C-2-symmetric N,N'-aryl-disubstituted bis(oxazolidin-2-ones) in 82-92% yields. Hydrolytic ring opening of the bis(oxazolidin-2-ones) provided a convenient synthetic route for optically pure C-2-symmetric N,N'-aryl-disubstituted 2,3-diamino-1,4-butanediols (58-86% yields). (C) 2001 Elsevier Science Ltd. All rights reserved. English PERGAMON-ELSEVIER SCIENCE LTD BIFUNCTIONAL CHIRAL AUXILIARIES OXAZOLIDINONE ANTIBACTERIAL AGENTS ASYMMETRIC-SYNTHESIS VICINAL DIAMINES STEREOSELECTIVE SYNTHESIS AMINO-ACIDS EFFICIENT SYNTHESIS 2,3-EPOXY ALCOHOLS ALDOL REACTIONS TARTARIC ACID One-pot synthesis of C-2-symmetric N,N '-diaryl bis(oxazolidin-2-ones) as precursors for N,N '-diaryl 2,3-diamino-1,4-butanediols Article 10.1016/S0957-4166(00)00446-8 1 TETRAHEDRON-ASYMMETRY, v.11, no.23, pp.4709 - 4717 TETRAHEDRON-ASYMMETRY 11 23 4709 4717 scie scopus 000166664400012 2-s2.0-0034453361 Chemistry, Inorganic & Nuclear Chemistry, Organic Chemistry, Physical Chemistry Article BIFUNCTIONAL CHIRAL AUXILIARIES OXAZOLIDINONE ANTIBACTERIAL AGENTS ASYMMETRIC-SYNTHESIS VICINAL DIAMINES STEREOSELECTIVE SYNTHESIS AMINO-ACIDS EFFICIENT SYNTHESIS 2,3-EPOXY ALCOHOLS ALDOL REACTIONS TARTARIC ACID chrial