title: Cross-metathesis/isomerization/allylboration sequence for a diastereoselective synthesis of anti-homoallylic alcohols from allylbenzene derivatives and aldehydes.
abstract: We describe a highly diastereoselective approach to anti-homoallylic alcohols from allylbenzene derivatives and aldehydes. The strategy is based on a cross-metathesis/isomerization/allylboration sequence catalyzed successively by ruthenium and iridium. This methodology provides another way to access this class of compounds, which leads to the preparation of hitherto-unknown homoallylic alcohols without the requirement to control the stereochemistry of the 1-alkenyl boronate intermediates. Our study towards an enantioselective version of this sequential reaction is also reported.
authors.affiliation: Institut des Sciences Chimiques de Rennes 1, UMR 6626 CNRS, Université de Rennes 1, Campus de Beaulieu, 35042 Rennes CEDEX (France), Fax: (+33) 0299236747.
authors.forename: Rémy
authors.initials: R
authors.lastname: Hemelaere
authors.forename: François
authors.initials: F
authors.lastname: Carreaux
authors.forename: Bertrand
authors.initials: B
authors.lastname: Carboni
keywords: allylboration; catalysis; domino reactions; isomerization; metathesis