Asymmetric conjugate addition of diethylzinc to enones with chiral phosphorus ligands derived from TADDOL

Alexakis, Alexandre; Vastra, Johann; Burton, Jonathan; Benhaim, Cyril; Mangeney, Pierre

doi:10.1016/S0040-4039(98)01761-4

Scientific article

Letter

English

Asymmetric conjugate addition of diethylzinc to enones with chiral phosphorus ligands derived from TADDOL

ContributorsAlexakis, Alexandre; Vastra, Johann; Burton, Jonathan; Benhaim, Cyril; Mangeney, Pierre

Published inTetrahedron letters, vol. 39, no. 43, p. 7869-7872

Publication date1998

Abstract

The asymmetric conjugate addition of diethyl zinc to cyclohexen-2-one, chalcone and benzalacetone was studied with 0.5% copper (II) triflate and 1% chiral phosphorus ligands derived from TADDOL. Among the several ligand tested, the cyclic phosphite obtained with 1S,2R phenylcyclohexanol gave up to 96% ee of conjugate adduct to cyclohexenone.

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Citation (ISO format)

ALEXAKIS, Alexandre et al. Asymmetric conjugate addition of diethylzinc to enones with chiral phosphorus ligands derived from TADDOL. In: Tetrahedron letters, 1998, vol. 39, n° 43, p. 7869–7872. doi: 10.1016/S0040-4039(98)01761-4

Article (Published version)

Identifiers

PID : unige:8091
DOI : 10.1016/S0040-4039(98)01761-4

ISSN of the journal0040-4039

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Asymmetric conjugate addition of diethylzinc to enones with chiral phosphorus ligands derived from TADDOL

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