Gold(I)-catalyzed stereoselective formation of functionalized 2,5-dihydrofurans

Andrea Buzas; Florin Istrate; Fabien Gagosz

doi:10.1021/ol0606839

Gold(I)-catalyzed stereoselective formation of functionalized 2,5-dihydrofurans

Org Lett. 2006 Apr 27;8(9):1957-9. doi: 10.1021/ol0606839.

Authors

Andrea Buzas¹, Florin Istrate, Fabien Gagosz

Affiliation

¹ Laboratoire de Synthèse Organique, UMR 7652 CNRS/Ecole Polytechnique, Ecole Polytechnique, 91128 Palaiseau, France.

PMID: 16623594
DOI: 10.1021/ol0606839

Abstract

[reaction: see text] A study concerning the gold(I)-catalyzed rearrangement of butynediol monobenzoates into functionalized 2,5-dihydrofurans is described. The mild reaction conditions employed allow the efficient and rapid stereoselective synthesis of a variety of 2,5-dihydrofurans via a sequence of two gold(I)-catalyzed isomerization steps.