Stereoselective free-radical cyclization on a sugar template the sulphonyl radical as a synthetic tool for functionalized glycosides

Robert Nouguier; Catherine Lesueur; Enzo De Riggi; Michèle Paula Bertrand; Albert Virgili

doi:10.1016/S0040-4039(00)94437-X

Stereoselective free-radical cyclization on a sugar template the sulphonyl radical as a synthetic tool for functionalized glycosides

Robert Nouguier, Catherine Lesueur, Enzo De Riggi, Michèle Paula Bertrand, Albert Virgili

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

35 Citations (Scopus)

Abstract

The addition of a sulphonyl radical to the external double bond of an allyl glycal generates a pro-chiral carbon radical which adds to the glycal double bond with a high diastereoselectivity. Through three consecutive radical steps, the configurations of three new asymmetric centers are controlled. © 1990.

Original language	English
Pages (from-to)	3541-3544
Journal	Tetrahedron Letters
Volume	31
Issue number	25
DOIs	https://doi.org/10.1016/S0040-4039(00)94437-X
Publication status	Published - 1 Jan 1990

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title = "Stereoselective free-radical cyclization on a sugar template the sulphonyl radical as a synthetic tool for functionalized glycosides",

abstract = "The addition of a sulphonyl radical to the external double bond of an allyl glycal generates a pro-chiral carbon radical which adds to the glycal double bond with a high diastereoselectivity. Through three consecutive radical steps, the configurations of three new asymmetric centers are controlled. {\textcopyright} 1990.",

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T1 - Stereoselective free-radical cyclization on a sugar template the sulphonyl radical as a synthetic tool for functionalized glycosides

AU - Nouguier, Robert

AU - Lesueur, Catherine

AU - De Riggi, Enzo

AU - Paula Bertrand, Michèle

AU - Virgili, Albert

PY - 1990/1/1

Y1 - 1990/1/1

N2 - The addition of a sulphonyl radical to the external double bond of an allyl glycal generates a pro-chiral carbon radical which adds to the glycal double bond with a high diastereoselectivity. Through three consecutive radical steps, the configurations of three new asymmetric centers are controlled. © 1990.

AB - The addition of a sulphonyl radical to the external double bond of an allyl glycal generates a pro-chiral carbon radical which adds to the glycal double bond with a high diastereoselectivity. Through three consecutive radical steps, the configurations of three new asymmetric centers are controlled. © 1990.

UR - https://www.scopus.com/pages/publications/0025284781

U2 - 10.1016/S0040-4039(00)94437-X

DO - 10.1016/S0040-4039(00)94437-X

M3 - Article

SN - 0040-4039

VL - 31

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EP - 3544

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 25

ER -

Stereoselective free-radical cyclization on a sugar template the sulphonyl radical as a synthetic tool for functionalized glycosides

Abstract

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