Li+-Controlled Diastereoselectivity of the Addition of Allenyl Cuprate Reagents to Aldehydes

Pierre Mangeney; Hélène Gérard; Emmanuel Vrancken

doi:10.1055/s-0036-1588613

Back

Li+-Controlled Diastereoselectivity of the Addition of Allenyl Cuprate Reagents to Aldehydes

Journal article

Peer reviewed

Li+-Controlled Diastereoselectivity of the Addition of Allenyl Cuprate Reagents to Aldehydes

Pierre Mangeney, Hélène Gérard and Emmanuel Vrancken

Synthesis: Journal of Synthetic Organic Chemistry, Vol.49(3), pp.526-531

16/10/2016

DOI: https://doi.org/10.1055/s-0036-1588613

Abstract

homopropargylic alcohols - allene - cuprate - lithium - diastereoselectivity - DFT calculations

This personal account summarizes our recent work regarding the addition of allenyl cuprates to aldehydes. An intertwined experimental and theoretical study enables highlighting of the crucial role of Li+ as a structuring agent in the different intermediates and transition states involved, and thus on the diastereochemical outcome of the reaction.

Files and links (1)

url

Find in HALView

Metrics

1 Record Views

Details

Title: Li+-Controlled Diastereoselectivity of the Addition of Allenyl Cuprate Reagents to Aldehydes
Creators - without role: Pierre Mangeney - Institut de Chimie
Hélène Gérard - Laboratoire de Chimie Théorique
Emmanuel Vrancken - Université de Montpellier, Institut Charles Gerhardt Montpellier - ICGM
Publication Details: Synthesis: Journal of Synthetic Organic Chemistry, Vol.49(3), pp.526-531
Identifiers: 9944791909311
Academic Unit: Institut Charles Gerhardt Montpellier - ICGM
Language: English
Resource Type: Journal article
Local Fields: hal-01468753