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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Synthesis of Enol Adenosine 5-Phosphate Derivatives by the Perkow Reaction of a Silylated Adenosine 5-Phosphonate Derivative with α-Halo Ketones

Author(s): Tomohisa Moriguchi, Kazuhisa Okada, Kohji Seio and Mitsuo Sekine

Volume 1, Issue 3, 2004

Page: [246 - 248] Pages: 3

DOI: 10.2174/1570178043401225

Price: $65

Abstract

This paper deals with the synthesis of α-substituted enol ester derivatives of adenosine 5- phosphate. These compounds were formed by the Perkow reaction of α-chloromethyl ketones with an in situgenerated adenosine-5-yl bis(trimethylsilyl) phosphite intermediate. Among these reactions, the use of α- chloro-2,4-difluoroacetophenone gave predominantly the enol phosphate derivative over the Arbuzov reaction product and the carbonyl adduct, which were formed as byproducts.

Keywords: enol phosphate, pyrophosphate, the perkow reaction, nucleotides


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