Palladium-catalysed [3 + 2]-cycloaddition reactions employing sulphonyl-activated unsaturated carbohydrate derivatives

Cedric W. Holzapfel; Thilo L. Van Der Merwe

doi:10.1016/0040-4039(96)00249-3

Palladium-catalysed [3 + 2]-cycloaddition reactions employing sulphonyl-activated unsaturated carbohydrate derivatives

Cedric W. Holzapfel, Thilo L. Van Der Merwe

Chemical Sciences

University of Johannesburg

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

20 Citations (Scopus)

Abstract

The Pd(0)-catalysed [3 + 2]-cycloaddition reactions of phenylsulphonyl-activated unsaturated carbohydrate derivatives afforded a variety of chiral 5,6-bicyclic systems possessing useful exocyclic unsaturation. This procedure was used to prepare a synthon for ajmalicine 3 and tetrahydroalstonine 4.

Original language	English
Pages (from-to)	2303-2306
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	13
DOIs	https://doi.org/10.1016/0040-4039(96)00249-3
Publication status	Published - 25 Mar 1996

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(96)00249-3

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title = "Palladium-catalysed [3 + 2]-cycloaddition reactions employing sulphonyl-activated unsaturated carbohydrate derivatives",

abstract = "The Pd(0)-catalysed [3 + 2]-cycloaddition reactions of phenylsulphonyl-activated unsaturated carbohydrate derivatives afforded a variety of chiral 5,6-bicyclic systems possessing useful exocyclic unsaturation. This procedure was used to prepare a synthon for ajmalicine 3 and tetrahydroalstonine 4.",

author = "Holzapfel, {Cedric W.} and {Van Der Merwe}, {Thilo L.}",

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AU - Holzapfel, Cedric W.

AU - Van Der Merwe, Thilo L.

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Y1 - 1996/3/25

N2 - The Pd(0)-catalysed [3 + 2]-cycloaddition reactions of phenylsulphonyl-activated unsaturated carbohydrate derivatives afforded a variety of chiral 5,6-bicyclic systems possessing useful exocyclic unsaturation. This procedure was used to prepare a synthon for ajmalicine 3 and tetrahydroalstonine 4.

AB - The Pd(0)-catalysed [3 + 2]-cycloaddition reactions of phenylsulphonyl-activated unsaturated carbohydrate derivatives afforded a variety of chiral 5,6-bicyclic systems possessing useful exocyclic unsaturation. This procedure was used to prepare a synthon for ajmalicine 3 and tetrahydroalstonine 4.

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U2 - 10.1016/0040-4039(96)00249-3

DO - 10.1016/0040-4039(96)00249-3

M3 - Article

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SN - 0040-4039

VL - 37

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 13

ER -

Palladium-catalysed [3 + 2]-cycloaddition reactions employing sulphonyl-activated unsaturated carbohydrate derivatives

Abstract

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