A convenient conversion of terminal alkenes into homologous unsaturated and doubly unsaturated esters

Bill Hawkins 1 Victoria Paddock 1 Nina Tölle 1 Samir Zard 1
1 DCSO - Laboratoire de synthèse organique
Abstract : Unsaturated and doubly unsaturated esters have been synthesized in two steps by the application of a radical xanthate transfer process of a simple methylsulfoxide starting material to a range of terminal alkenes. syn-Elimination of the sulfoxide gives α,β-unsaturated esters, which coupled with a xanthate elimination yields α,β,γ,δ-unsaturated esters. © 2012 American Chemical Society.
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Submitted on : Monday, February 24, 2014 - 5:51:09 PM
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Bill Hawkins, Victoria Paddock, Nina Tölle, Samir Zard. A convenient conversion of terminal alkenes into homologous unsaturated and doubly unsaturated esters. Organic Letters, American Chemical Society, 2012, 14 (4), pp.1020-1023. ⟨10.1021/ol203387r⟩. ⟨hal-00949979⟩

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