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http://dx.doi.org/10.5012/bkcs.2007.28.10.1645

Stereoselective Synthesis of a Novel Cyclohexene Version of Carbovir  

Li, Hua (BK-21 Team, College of Pharmacy, Chosun University)
Hong, Joon-Hee (BK-21 Team, College of Pharmacy, Chosun University)
Publication Information
Bulletin of the Korean Chemical Society / v.28, no.10, 2007 , pp. 1645-1650 More about this Journal
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.
Keywords
Carbovir; Glycolate Claisen rearrangement; $\alpha$-Chelation;
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Times Cited By Web Of Science : 4  (Related Records In Web of Science)
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