Efficient synthesis of carbocyclic nucleoside, (±)-homocarbovir via π- allylpalladium complex formation from the allyl N,N-ditosylimide substrate

Article abstract of DOI:10.1080/15257770008035012

The synthesis of a carbovir analogue, (±)-homocarbovir (3) was achieved from norbornadiene (4) in seven steps and 27% overall yield. This route involves a Meinwald-type rearrangement, an acid-hydrolysis of N-tosyl bicyclic enamine 5, and a Pd(0)-catalyzed

Full text of DOI:10.1080/15257770008035012

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Nucleosides, Nucleotides and Nucleic
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Efficient Synthesis of Carbocyclic
Nucleoside, (±)-Homocarbovir Via π-
Allylpalladium Complex Formation from
the Allyl N,N-Ditosylimide Substrate
Hakjune Rhee a , Dong-Oh Yoon a & Michael E. Jung b
a Department of Chemistry , Hanyang University , Ansan, Kyunggi-
do, 425-791, Korea
b Department of Chemistry and Biochemistry , University of
California , Los Angeles, California, 90024, USA
Published online: 24 Sep 2006.
To cite this article: Hakjune Rhee , Dong-Oh Yoon & Michael E. Jung (2000) Efficient Synthesis
of Carbocyclic Nucleoside, (±)-Homocarbovir Via π-Allylpalladium Complex Formation from the
Allyl N,N-Ditosylimide Substrate, Nucleosides, Nucleotides and Nucleic Acids, 19:3, 619-628, DOI:
10.1080/15257770008035012
To link to this article: http://dx.doi.org/10.1080/15257770008035012
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