A new diastereodivergent synthesis of 1,2-disubstituted homopropargylic alcohols

Authors
Chemla, F Bernard, N Normant, J
Citation
F. Chemla et al., A new diastereodivergent synthesis of 1,2-disubstituted homopropargylic alcohols, EUR J ORG C, (9), 1999, pp. 2067-2078
Citations number
87
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
9
Year of publication
1999
Pages
2067 - 2078
Database
ISI
SICI code
1434-193X(199909):9<2067:ANDSO1>2.0.ZU;2-2
Abstract
1,2-Disubstituted homopropargylic alcohols can be prepared in a diastereodi vergent fashion starting from propargylic epoxides by BF3-catalysed direct ring-opening or by double inversion through the intermediate formation of a bromo-allenol moiety.