TOTAL SYNTHESIS OF MICHELLAMINES A-C - IMPORTANT ANTI-HIV AGENTS

Authors
HOYE TR CHEN MZ MI L PRIEST OP
Citation
Tr. Hoye et al., TOTAL SYNTHESIS OF MICHELLAMINES A-C - IMPORTANT ANTI-HIV AGENTS, Tetrahedron letters, 35(47), 1994, pp. 8747-8750
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
47
Year of publication
1994
Pages
8747 - 8750
Database
ISI
SICI code
0040-4039(1994)35:47<8747:TSOMA->2.0.ZU;2-E
Abstract
Michellamines A-C have been prepared by total synthesis in 7 and 16 li near steps from known and commercial materials, respectively. Key step s include i) palladium(0)-mediated biaryl coupling, ii) silver oxide p romoted oxidative 1-naphthol coupling to an atropisomeric mixture of c ross-ring quinones (indigoids), and iii) simultaneous per-debenzylatio n/reductive bleaching to the central 2,2'-binaphthol.