Palladium-catalysed cyclisation and functionalisation of 1,1-diacetoxy-2,7-diene and 1,1-diacetoxy-2-en-7-yne derivatives

The palladium-catalysed ‘metallo-ene’ cyclisation, cyclisation/carbonylation, -vinylstannane coupling, and Pd(II)-catalysed chloropalladation/carbocyclisation of 1,1-diacetoxy-2,7-diene and 1,1-diacetoxy-2-en-7-yne derivatives are described. The cyclic enolacetate products could readily be converted...

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Bibliographic Details
Published inTetrahedron letters Vol. 39; no. 15; pp. 2179 - 2182
Main Authors Holzapfel, Cedric W., Marais, Lizel
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 09.04.1998
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PD
ENE-TYPE
CYCLIZATION
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Summary:The palladium-catalysed ‘metallo-ene’ cyclisation, cyclisation/carbonylation, -vinylstannane coupling, and Pd(II)-catalysed chloropalladation/carbocyclisation of 1,1-diacetoxy-2,7-diene and 1,1-diacetoxy-2-en-7-yne derivatives are described. The cyclic enolacetate products could readily be converted into the corresponding aldehydes that are amenable to further transformation. The Pd(0)-catalysed ‘metallo-ene’ cyclisation, cyclisation/carbonylation, and vinylstannane coupling, and Pd(II)-catalysed chloropalladation/carbopalladation of 1.1-diacetoxy-2.7-diene and -2-en-7-yne derivatives are described.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)00169-5