Tetrahedron Letters p. 5653 - 5654 (1989)
Update date:2022-08-04
Topics:
Alanine, Alex I. D.
Fishwick, Colin W. G.
Jones, Andrew D.
Mitchell, Michael B.
α-Methylene-γ-and-δ-lactones undergo facile ring opening with trimethylsilyl iodide to yield 2-(iodoethyl)propenoic acid and 2-(iodopropyl)propenoic acid respectively, which are methylated to afford the corresponding esters.Treatment of methyl-2-(iodoethyl)propenoate with base generates 2-carbomethoxy-1,3-butadiene which undergoes dimerisation or can be trapped in-situ.
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Doi:10.1021/jm00169a023
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(2003)
