Titanium(III) reagents in carbohydrate chemistry: Glycal and C-glycoside synthesis

Roxanne P. Spencer; Jeffrey Schwartz

doi:10.1016/S0040-4020(99)01088-1

Titanium(III) reagents in carbohydrate chemistry: Glycal and C-glycoside synthesis

Roxanne P. Spencer, Jeffrey Schwartz

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

82 Scopus citations

Abstract

Titanocene(III) chloride and zirconcene(III) chloride are effective and mild reagents for radical generation in organic synthesis. In carbohydrate chemistry, these species are useful for the conversion of glycosyl halides to glycals, and for the stereospecific preparation of C-glycosides. In all cases, the 1-glycosyl radical is an active intermediate, generated by reaction of carbohydrate substrates with the organometallic. (C) 2000 Elsevier Science Ltd.

Original language	English (US)
Pages (from-to)	2103-2112
Number of pages	10
Journal	Tetrahedron
Volume	56
Issue number	15
DOIs	https://doi.org/10.1016/S0040-4020(99)01088-1
State	Published - Apr 7 2000

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

C-glycoside
Glycal
Titanium
Titanocene chloride

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10.1016/S0040-4020(99)01088-1

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abstract = "Titanocene(III) chloride and zirconcene(III) chloride are effective and mild reagents for radical generation in organic synthesis. In carbohydrate chemistry, these species are useful for the conversion of glycosyl halides to glycals, and for the stereospecific preparation of C-glycosides. In all cases, the 1-glycosyl radical is an active intermediate, generated by reaction of carbohydrate substrates with the organometallic. (C) 2000 Elsevier Science Ltd.",

keywords = "C-glycoside, Glycal, Titanium, Titanocene chloride",

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doi = "10.1016/S0040-4020(99)01088-1",

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T1 - Titanium(III) reagents in carbohydrate chemistry

T2 - Glycal and C-glycoside synthesis

AU - Spencer, Roxanne P.

AU - Schwartz, Jeffrey

PY - 2000/4/7

Y1 - 2000/4/7

N2 - Titanocene(III) chloride and zirconcene(III) chloride are effective and mild reagents for radical generation in organic synthesis. In carbohydrate chemistry, these species are useful for the conversion of glycosyl halides to glycals, and for the stereospecific preparation of C-glycosides. In all cases, the 1-glycosyl radical is an active intermediate, generated by reaction of carbohydrate substrates with the organometallic. (C) 2000 Elsevier Science Ltd.

AB - Titanocene(III) chloride and zirconcene(III) chloride are effective and mild reagents for radical generation in organic synthesis. In carbohydrate chemistry, these species are useful for the conversion of glycosyl halides to glycals, and for the stereospecific preparation of C-glycosides. In all cases, the 1-glycosyl radical is an active intermediate, generated by reaction of carbohydrate substrates with the organometallic. (C) 2000 Elsevier Science Ltd.

KW - C-glycoside

KW - Glycal

KW - Titanium

KW - Titanocene chloride

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JO - Tetrahedron

JF - Tetrahedron

IS - 15

ER -

Titanium(III) reagents in carbohydrate chemistry: Glycal and C-glycoside synthesis

Abstract

All Science Journal Classification (ASJC) codes

Keywords

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