Synthesis of conjugated diallenes by double [2,3]-sigmatropic rearrangement of conjugated diyne trichloromethanesulfenates

Article abstract of DOI:10.1080/00397919908086424

The preparation of several 2,4-diyne-1,6-diols and their esterification with trichloromethanesulfenyl chloride is described. The thus generated bis- propargylic trichloromethanesulfenates undergo spontaneous double [2,3]- sigmatropic rearrangement which leads to the formation of conjugated diallenic trichloromethyl sulfoxides in good to excellent yields.

Full text of DOI:10.1080/00397919908086424

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Synthesis of Conjugated Diallenes
by Double [2,3]-Sigmatropic
Rearrangement of Conjugated Diyne
Trichloromethanesulfenates
a
a
C. Paul Raj & S. Braverman
a
Department of Chemistry , Bar-Ilan University , Ramat-
Gan, 52900, ISRAEL
Published online: 25 Sep 2007.
To cite this article: C. Paul Raj & S. Braverman (1999) Synthesis of Conjugated Diallenes by
Double [2,3]-Sigmatropic Rearrangement of Conjugated Diyne Trichloromethanesulfenates,
Synthetic Communications: An International Journal for Rapid Communication of Synthetic
Organic Chemistry, 29:15, 2629-2637, DOI: 10.1080/00397919908086424
To link to this article: http://dx.doi.org/10.1080/00397919908086424
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