Novel approach to the synthesis of sugar sulfones via trans-sulfonylation of a unique heteroaryl precursor

An ipso-substitution / alkylation sequence was developed to synthesize sugar-derived sulfones of type 4 starting from a unique “mother” heteroarylsulfone 3. A wide range of sugar-derived sulfones were synthesized from a unique “mother” heteroarylsulfone 3 through a simple trans-sulfonylation process...

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Bibliographic Details
Published inTetrahedron letters Vol. 36; no. 25; pp. 4437 - 4438
Main Authors Lorin, C., Marot, C., Gardon, V., Rollin, P.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 19.06.1995
Elsevier
Subjects
Chemistry
Chemistry, Organic
chiral sulfones
heteroarylsulfones
ipso substitution
Physical Sciences
Science & Technology
thiosugars
chiral sulfones
ipso substitution
thiosugars
heteroarylsulfones
CHIRAL SULFONES
IPSO SUBSTITUTION
HETEROARYLSULFONES
THIOSUGARS
DERIVATIVES
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Summary:An ipso-substitution / alkylation sequence was developed to synthesize sugar-derived sulfones of type 4 starting from a unique “mother” heteroarylsulfone 3. A wide range of sugar-derived sulfones were synthesized from a unique “mother” heteroarylsulfone 3 through a simple trans-sulfonylation process based on an ipso-substitution/ alkylation sequence.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(95)00811-P