Enantio- and Regioselective Conjugate Addition of Organometallic Reagents to Linear Polyconjugated Nitroolefins

Tissot, Matthieu; Alexakis, Alexandre

doi:10.1002/chem.201300538

Scientific article

English

Enantio- and Regioselective Conjugate Addition of Organometallic Reagents to Linear Polyconjugated Nitroolefins

ContributorsTissot, Matthieu; Alexakis, Alexandre

Published inChemistry, vol. 19, no. 34, p. 11352-11363

Publication date2013

Abstract

The copper-catalysed conjugate addition of trialkylaluminium and dialkylzinc reagents to polyconjugated nitroolefins (nitrodiene and nitroenyne derivatives) is reported. A reversed Josiphos ligand L7 allows for the selective 1,4- or 1,6-addition with high enantioselectivities.

Keywords

Asymmetric catalysis
Conjugate addition
Copper
Ligand effects
Phosphine ligands

Affiliation entities

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

Citation (ISO format)

TISSOT, Matthieu, ALEXAKIS, Alexandre. Enantio- and Regioselective Conjugate Addition of Organometallic Reagents to Linear Polyconjugated Nitroolefins. In: Chemistry, 2013, vol. 19, n° 34, p. 11352–11363. doi: 10.1002/chem.201300538

Article (Published version)

Identifiers

PID : unige:29564
DOI : 10.1002/chem.201300538

Journal ISSN0947-6539

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Creation02/09/2013 18:53:00

First validation02/09/2013 18:53:00

Update time14/03/2023 21:23:53

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Enantio- and Regioselective Conjugate Addition of Organometallic Reagents to Linear Polyconjugated Nitroolefins

The copper-catalysed conjugate addition of trialkylaluminium and dialkylzinc reagents to polyconjugated nitroolefins (nitrodiene and nitroenyne derivatives) is reported. A reversed Josiphos ligand L7 allows for the selective 1,4- or 1,6-addition with high enantioselectivities.

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