Palladium-catalysed cascade reactions of unsaturated carbohydrate derivatives. Synthesis of enantiopure tricyclic compounds

Cedric W. Holzapfel; Lizel Marais

doi:10.1016/S0040-4039(97)10288-X

Palladium-catalysed cascade reactions of unsaturated carbohydrate derivatives. Synthesis of enantiopure tricyclic compounds

Cedric W. Holzapfel, Lizel Marais

Chemical Sciences

University of Johannesburg

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

14 Citations (Scopus)

Abstract

The palladium-catalysed cascade cyclisation reactions of carbohydrate derived dienynes for the synthesis of enantiopure tricyclic compounds is described. Carbocyclisation under Wacker conditions in the presence of LiCl gave rise to a remarkable stereocontrolled ring expansion process and formation of two C-Cl bonds.

Original language	English
Pages (from-to)	8585-8586
Number of pages	2
Journal	Tetrahedron Letters
Volume	38
Issue number	49
DOIs	https://doi.org/10.1016/S0040-4039(97)10288-X
Publication status	Published - 8 Dec 1997

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(97)10288-X

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title = "Palladium-catalysed cascade reactions of unsaturated carbohydrate derivatives. Synthesis of enantiopure tricyclic compounds",

abstract = "The palladium-catalysed cascade cyclisation reactions of carbohydrate derived dienynes for the synthesis of enantiopure tricyclic compounds is described. Carbocyclisation under Wacker conditions in the presence of LiCl gave rise to a remarkable stereocontrolled ring expansion process and formation of two C-Cl bonds.",

author = "Holzapfel, {Cedric W.} and Lizel Marais",

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T1 - Palladium-catalysed cascade reactions of unsaturated carbohydrate derivatives. Synthesis of enantiopure tricyclic compounds

AU - Holzapfel, Cedric W.

AU - Marais, Lizel

PY - 1997/12/8

Y1 - 1997/12/8

N2 - The palladium-catalysed cascade cyclisation reactions of carbohydrate derived dienynes for the synthesis of enantiopure tricyclic compounds is described. Carbocyclisation under Wacker conditions in the presence of LiCl gave rise to a remarkable stereocontrolled ring expansion process and formation of two C-Cl bonds.

AB - The palladium-catalysed cascade cyclisation reactions of carbohydrate derived dienynes for the synthesis of enantiopure tricyclic compounds is described. Carbocyclisation under Wacker conditions in the presence of LiCl gave rise to a remarkable stereocontrolled ring expansion process and formation of two C-Cl bonds.

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U2 - 10.1016/S0040-4039(97)10288-X

DO - 10.1016/S0040-4039(97)10288-X

M3 - Article

AN - SCOPUS:0030693217

SN - 0040-4039

VL - 38

SP - 8585

EP - 8586

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 49

ER -

Palladium-catalysed cascade reactions of unsaturated carbohydrate derivatives. Synthesis of enantiopure tricyclic compounds

Abstract

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