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Gold(I)-Catalyzed Isomerization of Allenyl Carbinol Esters: An Efficient Access to Functionalized 1,3-Butadien-2-ol Esters

Andrea K. Buzas, Florin M. Istrate and Fabien Gagosz*

*Laboratoire de Synthèse Organique, UMR 7652 CNRS/Ecole Polytechnique, Ecole Polytechnique, 91128 Palaiseau, France, Email: gagoszdcso.polytechnique.fr

A. K. Buzas, F. M. Istrate, F. Gagosz, Org. Lett., 2007, 9, 985-988.

DOI: 10.1021/ol063031t (free Supporting Information)


Abstract

A gold(I)-catalyzed rearrangement of diversely substituted allenyl carbinol esters allows the efficient, rapid, and stereoselective synthesis of various functionalized 1,3-butadien-2-ol esters via a new 1,3-shift of an ester moiety onto a gold-activated allene.

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Key Words

1,3-Dienes, Esters


ID: J54-Y2007-0820