This article is cited in 1 paper

Communications

The reaction of 4-(1,3,2-benzodioxaphosphol-2-yloxy)-3-tert-butylpent-4-en-2-one with hexafluoroacetone

V. F. Mironov^ab, T. A. Baronova^ab, M. N. Dimukhametov^a, R. R. Fayzullin^a, I. A. Litvinov<sup>a

a</sup> A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
^b A.M. Butlerov Chemistry Institute, Kazan Federal University, Kazan, Russian Federation

Abstract: Catalytic (ZnCl₂, Et₃N) phosphorylation of tert-butylacetylacetone with 2-chloro-1,3,2-benzodioxaphosphole unexpectedly occurs with elimination of proton from the methyl group and leads to vinyloxyphosphole derivative, viz., 4-(1,3,2-benzodioxaphosphol-2-yloxy)-3-tert-butylpent-4-en-2-one. Its reaction with hexafluoroacetone gives a cage phosphorane as a result of subsequent chemoselective [4+2]- and [3+2]-cycloadditions with stereoselectivity above 95%.

Language: English

DOI: 10.1016/j.mencom.2019.09.009

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