SYNTHETICALLY USEFUL TRANSFORMATIONS OF delta-SULTONES AND THIANE-1,1-DIOXIDES OBTAINED BY C-H INSERTION

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

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Bibliographic Details
Published inHeterocycles Vol. 78; no. 10; pp. 2531 - 2539
Main Authors Jungong, Christian S., John, Jinu P., Bequette, Joseph P., Novikov, Alexei V.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.10.2009
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
DESULFONYLATION
delta-Sultone
delta-Latone
SULFONES
Samarium(II) Iodide
Alkylation
Thiane-1,1-dioxide
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Summary:delta-Sultones and thiane-1,1-dioxides that carry a carbethoxy group at alpha-position, easily accessible by C-H insertion, are potentially useful synthetic intermediates. Their stereoselective alkylation, rearrangement and conversion to gamma-lactones have been demonstrated.
ISSN:0385-5414
DOI:10.3987/COM-09-11788