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Regio- and Diastereochemical Aspects of the Additions of Li or Zn Derivatives of Methoxypropene to Oxazolidines Derived from Phenylglycinol
Article de revue   Avec comité de lecture

Regio- and Diastereochemical Aspects of the Additions of Li or Zn Derivatives of Methoxypropene to Oxazolidines Derived from Phenylglycinol

Jeanne Alladoum, Sylvain Roland, Emmanuel Vrancken, Catherine Kadouri-Puchot et Pierre Mangeney
Synlett, Vol.2006(12), pp.1855-1858
01/08/2006
DOI: https://doi.org/10.1055/s-2006-948167

Résumé

Chemical Sciences Organic chemistry
Diastereoselective additions of methoxypropene-derived lithium and zinc reagents to oxazolidines are investigated. The lithium allylic carbanion reacts with oxazolidines to afford mainly the beta-amino alcohols with an enol ether function (gamma-adduct) and the zinc derivative leads to amino alcohols with an allyl ether function (alpha-adduct).

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