Enantioselective synthesis of <i>sec</i>-allylalcohols by catalytic asymmetric addition of divinylzinc to aldehydes

Von Oppolzer, Wolfgang; Radinov, Roumen Nikolaev

doi:10.1016/S0040-4039(00)80834-5

Scientific article

English

Enantioselective synthesis of sec-allylalcohols by catalytic asymmetric addition of divinylzinc to aldehydes

ContributorsVon Oppolzer, Wolfgang; Radinov, Roumen Nikolaev

Published inTetrahedron letters, vol. 29, no. 44, p. 5645-5648

Publication date1988

Abstract

Readily available chiral tridentate ligand 8 catalyzes the highly Si-face selective addition of diethyl-, di-n-propylzinc and, more significantly, of divinylzinc to aromatic and aliphatic aldehydes whereas bidentate ligands 11 and 12 exert a topologically reversed catalytic bias.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

VON OPPOLZER, Wolfgang, RADINOV, Roumen Nikolaev. Enantioselective synthesis of sec-allylalcohols by catalytic asymmetric addition of divinylzinc to aldehydes. In: Tetrahedron letters, 1988, vol. 29, n° 44, p. 5645–5648. doi: 10.1016/S0040-4039(00)80834-5

Article (Published version)

Identifiers

PID : unige:166690
DOI : 10.1016/S0040-4039(00)80834-5

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900808345

Journal ISSN0040-4039

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Enantioselective synthesis of sec-allylalcohols by catalytic asymmetric addition of divinylzinc to aldehydes

Readily available chiral tridentate ligand 8 catalyzes the highly Si-face selective addition of diethyl-, di-n-propylzinc and, more significantly, of divinylzinc to aromatic and aliphatic aldehydes whereas bidentate ligands 11 and 12 exert a topologically reversed catalytic bias.

Technical informations