Stereoselective Synthesis of a Novel Cyclohexene Version of Carbovir 


Vol. 28,  No. 10, pp. 1645-1650, Oct.  2007
10.5012/bkcs.2007.28.10.1645


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  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.

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  Cite this article

[IEEE Style]

H. Li and J. H. Hong, "Stereoselective Synthesis of a Novel Cyclohexene Version of Carbovir," Bulletin of the Korean Chemical Society, vol. 28, no. 10, pp. 1645-1650, 2007. DOI: 10.5012/bkcs.2007.28.10.1645.

[ACM Style]

Hua Li and Joon Hee Hong. 2007. Stereoselective Synthesis of a Novel Cyclohexene Version of Carbovir. Bulletin of the Korean Chemical Society, 28, 10, (2007), 1645-1650. DOI: 10.5012/bkcs.2007.28.10.1645.

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ISSN(Print) 0253-2964
ISSN(Online) 1229-5949