Improved Dimethylzinc-Promoted Vinylation Of Nitrones With Vinylboronic Esters - Archive ouverte HAL Access content directly
Journal Articles Journal of Organometallic Chemistry Year : 2010

Improved Dimethylzinc-Promoted Vinylation Of Nitrones With Vinylboronic Esters

Abstract

Vinylboronic esters derived from 4,4,6-trimethyl-[1,3,2]dioxaborinane react with nitrones in the presence of dimethylzinc; nucleophilic addition of the vinyl group onto nitrones produces N-allylic hydroxylamines in fair yields. The sequence is compatible with various functional groups on the vinylic moiety. The mechanism and kinetic aspects are discussed on the basis of DFT calculations.

Dates and versions

hal-00532662 , version 1 (04-11-2010)

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Nageswaran Praveenganesh, Cristina de Candia, Antony Memboeuf, György Lendvay, Yves Gimbert, et al.. Improved Dimethylzinc-Promoted Vinylation Of Nitrones With Vinylboronic Esters. Journal of Organometallic Chemistry, 2010, 695 (22), pp.2447-2454. ⟨10.1016/j.jorganchem.2010.07.009⟩. ⟨hal-00532662⟩
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