Rapid assembly of polycyclic structures via sigmatropic rearrangement of s-propargyl xanthates

Ryan M. Harrington 1 David Wright 1 Samir Zard 1, *
* Corresponding author
1 DCSO - Laboratoire de synthèse organique
Abstract : Upon heating in chlorobenzene, propargyl xanthates yield the corresponding 4,5-bis(alkylidene)-1,3-dithiolan-2-ones which are trapped by unactivated olefins in an intramolecular Diels-Alder cycloaddition yielding interesting polycyclic structures.
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Ryan M. Harrington, David Wright, Samir Zard. Rapid assembly of polycyclic structures via sigmatropic rearrangement of s-propargyl xanthates. Heterocycles, The Japan Institute of Heterocyclic Chemistry, 2012, 86 (2), pp.965-971. ⟨10.3987/com-12-s(n)98⟩. ⟨hal-00949988⟩

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