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Paper | Regular issue | Vol 78, No. 10, 2009, pp.2531-2539
Published online, 29th July, 2009
DOI: 10.3987/COM-09-11788
Synthetically Useful Transformations of δ-Sultones and Thiane-1,1-dioxides Obtained by C-H Insertion

Christian S. Jungong, Jinu P. John, Joseph P. Bequette, and Alexei V. Novikov*

*Chemistry Department, University of North Dakota, 151 Cornell St. Stop 9024, Grand Forks, ND 58201, U.S.A.


δ-Sultones and thiane-1,1-dioxides that carry a carbethoxy group at α-position, easily accessible by C-H insertion, are potentially useful synthetic intermediates. Their stereoselective alkylation, rearrangement and conversion to γ-lactones have been demonstrated.