Novel Synthesis of (+/−)-cis-4-Amino-2-cyclopentene-1-methanol, a Key Intermediate in the Preparation of Carbocyclic 2′,3′-Didehydro-2′,3′-dideoxy Nucleosides

References

• Shealy , Y. F. and Clayton , J. D. 1966 . J. Am. Chem. Soc , 88 : 3885
   Web of Science ®Google Scholar
• Hutchison , A. , Grim , M. and Chen , J . 1989 . J. Heterocyclic Chem , 26 : 451
   Web of Science ®Google Scholar
• Marquez , V. E. and Lim , M-I. 1986 . Med. Res. Rev , 6 : 1
   PubMed Web of Science ®Google Scholar
• Trost , B. M. , Kuo , G. H. and Benneche , T. 1988 . J. Am. Chem. Soc , 110 : 621
   Web of Science ®Google Scholar
• Vince , R. , Hua , M , Brownell , J. , Daluge , S. , Lee , F. , Shannon , W. M. , Lavelle , G. C. , Qualls , J. , Weislow , O. S. , Kiser , R. , Canonico , P. G. , Schultz , R. H. , Narayanan , V. L. , Mayo , J. G. , Shoemaker , R. H. and Boyd , M. R. 1988 . Biochem. Biophys. Res. Commun , 156 : 1046
   PubMed Web of Science ®Google Scholar
• Vince , R. and Hua , M. 1990 . J. Med. Chem , 33 : 17 and references cited therein.
   PubMed Web of Science ®Google Scholar
• De Clercq , E. , Bernaerts , R. , Shealy , Y. F. and Montgomery , J. A. 1990 . Biochem., Pharm , 39 : 319 For leading references see:
   PubMed Web of Science ®Google Scholar
• Deprés , J-P. and Greene , A. E. 1984 . J. Org. Chem , 49 : 928
   Web of Science ®Google Scholar
• Cyclopentene-methanol 3 has been the convenient starting material for other carbocyclic-nucleoside syntheses (see refs. 2 and 12).
   Google Scholar
• Methyl benzoate 9 and amino alcohol 11 were obtained in a 34% and 33% isolated yields, respectively. Reaction conditions were not optimized.
   Google Scholar
• Bayley , H. , Standring , D. N. and Knowles , J. R. 1978 . Tetrahedron Lett , : 3633
   Web of Science ®Google Scholar
• Paulsen , H. and Maab , U. 1981 . Chem. Ber , 114 : 346
   Google Scholar