Volume 22, Issue 39
Natural Products
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ChemInform Abstract: Palladium-Catalyzed C-8 Allylation and Vinylation of Adenosine, 2′- Deoxyadenosine, and 2′,3′-Dideoxyadenosine Nucleosides.

R. M. MORIARTY

R. M. MORIARTY

Dep. Chem., Univ. Illinois, Chicago, IL 60680, USA

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W. R. EPA

W. R. EPA

Dep. Chem., Univ. Illinois, Chicago, IL 60680, USA

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A. K. AWASTHI

A. K. AWASTHI

Dep. Chem., Univ. Illinois, Chicago, IL 60680, USA

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First published: October 1, 1991

Abstract

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ChemInform Abstract

The (deoxy)adenosines (I) are consecutively treated with LDA and iodine to form the 8-iodo derivatives (II) which are subjected to substitution reaction with vinyl- or allyltributylstannane (III) in the presence of a Pd(0) catalyst to give the 8-alkenyl derivatives (IV) . The synthesis of (Ia) from the adenosine (V) is described.

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