A tripartite asymmetric allylboration-silicon tethered alkene ring closingmetathesis in situ ring opening protocol for the regiospecific generation of functionalized (E)-disubstituted homoallylic alcohols

Authors
Ahmed, M Barrett, AGM Beall, JC Braddock, DC Flack, K Gibson, VC Procopiou, PA Salter, MM
Citation
M. Ahmed et al., A tripartite asymmetric allylboration-silicon tethered alkene ring closingmetathesis in situ ring opening protocol for the regiospecific generation of functionalized (E)-disubstituted homoallylic alcohols, TETRAHEDRON, 55(11), 1999, pp. 3219-3232
Citations number
29
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
11
Year of publication
1999
Pages
3219 - 3232
Database
ISI
SICI code
0040-4020(19990312)55:11<3219:ATAATA>2.0.ZU;2-E
Abstract
Molybdenum carbene 6 catalyzed ring closing metathesis of (alkenyl)silyl et hers of homochiral allylic alcohols to afford 1,2-oxasilines which were ela borated in situ to give (E)-4-alkyl-1,2-disubstituted 3-buten-1-ol and (Z)- 4-alkyl-4-silyl-1,2-disubstituted 3-buten-1-ol derivatives as single geomet ric isomers. (C) 1999 Elsevier Science Ltd. All rights reserved.