Oh, HS Hahn, HG Cheon, SH Ha, DC 2024-01-21T13:44:39Z 2024-01-21T13:44:39Z 2021-09-05 2000-06-24 0040-4039 https://pubs.kist.re.kr/handle/201004/141280 1,3-Oxazolidines 9 were synthesized by using a solid support. Regioselective ring opening of resin-bound epoxy ether 3 with ammonium chloride followed by nucleophilic substitution with sodium azide gave azido alcohol 7. Reduction of 7 provided 1-amino-2-alkanol 6, which was treated with various aldehydes and acyl chlorides or isocyanates to afford the corresponding 1,3-oxazolidines immobilized on Wang resin. Oxidative cleavage with DDQ from the solid support yielded 1,3-oxazolidines as a mixture of 10 (cis) and 11 (trans). (C) 2000 Elsevier Science Ltd. All rights reserved. English PERGAMON-ELSEVIER SCIENCE LTD ORGANIC-SYNTHESIS AZIDES RESINS Solid-phase synthesis of 1,3-oxazolidine derivatives Article 10.1016/S0040-4039(00)00775-9 1 TETRAHEDRON LETTERS, v.41, no.26, pp.5069 - 5072 TETRAHEDRON LETTERS 41 26 5069 5072 scie scopus 000087942400016 2-s2.0-0141479914 Chemistry, Organic Chemistry Article ORGANIC-SYNTHESIS AZIDES RESINS 1,3-oxazolidine solid phase synthesis oxidative cleavage diabetes