Hong, JH Oh, CH Cho, JH 2024-01-21T08:15:40Z 2024-01-21T08:15:40Z 2021-09-03 2003-08-04 0040-4020 https://pubs.kist.re.kr/handle/201004/138314 This paper describes the racemic and stereoselective synthetic route for a novel 6'(alpha)-hydroxy-carbovir from a simple acyclic precursor. Solketal. The relative stereochemistry of the target nucleosides was successfully controlled by a sequential stereoselective glycolate Claisen rearrangement followed by a ring-closing metathesis (RCM). Adenine and cytosine were coupled using a Pd(0) catalyzed allylic alkylation strategy in a high regio- and stereoselective manner. (C) 2003 Elsevier Ltd. All rights reserved. English PERGAMON-ELSEVIER SCIENCE LTD ADENOSYLHOMOCYSTEINE HYDROLASE INHIBITORS ENOLATE CLAISEN REARRANGEMENT HUMAN-IMMUNODEFICIENCY-VIRUS CARBOCYCLIC NUCLEOSIDES S-ADENOSYLHOMOCYSTEINE EFFICIENT SYNTHESIS CLOSING METATHESIS ANTIVIRAL ACTIVITY MECHANISM 7-BETA-D-RIBOFURANOSYLPURINES Stereocontrolled synthesis of novel 6 '(alpha)-hydroxy carbovir analogues Article 10.1016/S0040-4020(03)00986-4 1 TETRAHEDRON, v.59, no.32, pp.6103 - 6108 TETRAHEDRON 59 32 6103 6108 scie scopus 000184593700014 2-s2.0-0042847390 Chemistry, Organic Chemistry Article ADENOSYLHOMOCYSTEINE HYDROLASE INHIBITORS ENOLATE CLAISEN REARRANGEMENT HUMAN-IMMUNODEFICIENCY-VIRUS CARBOCYCLIC NUCLEOSIDES S-ADENOSYLHOMOCYSTEINE EFFICIENT SYNTHESIS CLOSING METATHESIS ANTIVIRAL ACTIVITY MECHANISM 7-BETA-D-RIBOFURANOSYLPURINES carbocyclic nucleosides glycolate Claisen rearrangement RCM