The stereospecific synthesis of KDN α-C-glycosides by samarium mediated reductive desulfonylation of glycosyl phenylsulfone

Yuguo Du; Tulay Polat; Robert J. Linhardt

doi:10.1016/S0040-4039(98)00980-0

The stereospecific synthesis of KDN α-C-glycosides by samarium mediated reductive desulfonylation of glycosyl phenylsulfone

Yuguo Du
, Tulay Polat
, Robert J. Linhardt

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

33 Scopus citations

Abstract

Samarium-mediated KDN C-glycoside formation under Barbier conditions is described. The α-selectivity at C-2' and the S-configuration of C-3' in the C-disaccharide 15 are confirmed by empirical rules, molecular modeling and IRMA calculation based on NMR data (2D ROESY and ¹³C NMR).

Original language	English
Pages (from-to)	5007-5010
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	28
DOIs	https://doi.org/10.1016/S0040-4039(98)00980-0
State	Published - 9 Jul 1998
Externally published	Yes

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10.1016/S0040-4039(98)00980-0

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@article{3b20e11508e44a75996e4e13e7c2d85c,

title = "The stereospecific synthesis of KDN α-C-glycosides by samarium mediated reductive desulfonylation of glycosyl phenylsulfone",

abstract = "Samarium-mediated KDN C-glycoside formation under Barbier conditions is described. The α-selectivity at C-2' and the S-configuration of C-3' in the C-disaccharide 15 are confirmed by empirical rules, molecular modeling and IRMA calculation based on NMR data (2D ROESY and 13C NMR).",

author = "Yuguo Du and Tulay Polat and Linhardt, \{Robert J.\}",

year = "1998",

month = jul,

day = "9",

doi = "10.1016/S0040-4039(98)00980-0",

language = "English",

volume = "39",

pages = "5007--5010",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "28",

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TY - JOUR

T1 - The stereospecific synthesis of KDN α-C-glycosides by samarium mediated reductive desulfonylation of glycosyl phenylsulfone

AU - Du, Yuguo

AU - Polat, Tulay

AU - Linhardt, Robert J.

PY - 1998/7/9

Y1 - 1998/7/9

N2 - Samarium-mediated KDN C-glycoside formation under Barbier conditions is described. The α-selectivity at C-2' and the S-configuration of C-3' in the C-disaccharide 15 are confirmed by empirical rules, molecular modeling and IRMA calculation based on NMR data (2D ROESY and 13C NMR).

AB - Samarium-mediated KDN C-glycoside formation under Barbier conditions is described. The α-selectivity at C-2' and the S-configuration of C-3' in the C-disaccharide 15 are confirmed by empirical rules, molecular modeling and IRMA calculation based on NMR data (2D ROESY and 13C NMR).

UR - https://www.scopus.com/pages/publications/0032500147

U2 - 10.1016/S0040-4039(98)00980-0

DO - 10.1016/S0040-4039(98)00980-0

M3 - Article

AN - SCOPUS:0032500147

SN - 0040-4039

VL - 39

SP - 5007

EP - 5010

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 28

ER -

The stereospecific synthesis of KDN α-C-glycosides by samarium mediated reductive desulfonylation of glycosyl phenylsulfone

Abstract

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