A Facile and General Synthesis of Rare l-Sugar Lactones

Rawle I. Hollingsworth; Xuezheng Song

doi:10.1055/s-2007-977451

LETTER

A Facile and General Synthesis of Rare l-Sugar Lactones

Rawle I. Hollingsworth*^a,b, Xuezheng Song^b
^a Department of Chemistry, Michigan State University, East Lansing, MI 48824, USA
Fax: +1(517)3539334; e-Mail: rih@afidtherapeutics.com; e-Mail: rih@cem.msu.edu;
^b Department of Biochemistry and Molecular Biology, Michigan State University, East Lansing, MI 48824, USA

Abstract

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Abstract

A facile and general synthesis of rare l-sugar lactones from d-sugars by selectively inverting C-5 was developed. Selective 1-deacylation of sugar perpivaloates by hydroxylamine is described. More practically, β-d-glucose pentaacetate could be transformed to l-idono-1,4-lactones by this simple procedure.

Key words

l-sugar - aldonolactone - 1-deacylation

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Referenzen

References

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