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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 28, Number 10
BKCSDE 28(10)
October 20, 2007 

 
Title
Stereoselective Synthesis of a Novel Cyclohexene Version of Carbovir
Author
Hua Li, Joon Hee Hong*
Keywords
Carbovir, Glycolate Claisen rearrangement, α-Chelation
Abstract
This paper describes a racemic and stereoselective synthetic route for a novel cyclohexenyl carbocyclic adenine analogue. The required stereochemistry of the target compound was controlled using a stereoselective glycolate Claisen rearrangement followed by α-chelated carbonyl addition. The introduction of 6-chloropurine was achieved using Mitsunobu conditions, and further modifications of the corresponding heterocycle gave the target cyclohexenyl nucleoside.
Page
1645 - 1650
Full Text
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