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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 6
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Original Articles

An Unanticipated Result in the Pd (0) Catalyzed Coupling of Sodium Adenate with cis-4-Acetyloxy- and cis-4-t-Butyldimethylsilyloxy-2-Cyclopentenyl Diethylphosphate

Pages 1209-1221 | Received 04 Oct 1995, Published online: 21 Aug 2006

References

  • Agrofoglio , L. , Suhas , E. , Farese , A. , Condom , R. , Challand , S. R. , Earl , R. A. and Roger , G. 1994 . Tetrahedron , 50 : 10611 and references cited therein
  • Borthwick , A. D. and Biggadike , K. 1992 . Tetrahedron , 48 : 571 and references cited therein
  • Dyatkina , N. B. , Theil , F. and von Janta-Lipinski , M. 1995 . Tetrahedron , 51 : 761
  • Dyatkina , N. B. , Costisella , B. , Theil , F. and von Janta-Lipinski , M. 1994 . Tetrahedron Lett. , 35 : 1961
  • Toyota , A. , Katagiri , N. and Kaneko , C. 1993 . Synth. Commun. , 23 : 1295 For the Mitsunobu reaction of 6-chloropurine with cyclopentenol see:
  • Toyota , A. , Katagiri , N. and Kaneko , C. 1992 . Chem Pharm. Bull. , 40 : 1039 Alcohol 1 was prepared by DHay. The author thanks him for generous supplies of this compound. Alcohol 6 can be prepared from cis-2-cyclopenten-1,4-diol in a similar fashion. An account of alternative methods to prepare alcohol 1 will be reported elsewhere in due course
  • Jáhne , G. , Müller , A. , Kroga , H. , Rösner , M. , Holzhäuser , O. , Meichsner , C. , Helsberg , M. , Winkler , I. and Rieß , G. 1992 . Tetrahedron Lett. , 33 : 5335
  • Jenny , T. F. , Horlacher , J. , Previsani , N. and Benner , S. A. 1992 . Helv. Chim. Acta , 75 : 1944
  • Okumura , K. , Oine , T. , Yamada , Y. , Tomie , M. , Adachi , T. , Nagura , T. , Kawazu , M. , Mizoguchi , T. and Inoue , I. 1971 . J. Org. Chem. , 36 : 1573
  • Marino , J. P. , Fernandez , R. and Laborde , E. 1987 . J. Org. Chem. , 52 : 4898
  • Wolff-Kugel , D. and Halazy , S. 1993 . Nucleosides & Nucleotides , 12 : 279 The formation of 9N-ethyl adenine has been reported under similar conditions. See:
  • Valpey , R. S. , Miller , D. J. , Estes , J. M. and Godleski , S. A. 1982 . J. Org. Chem. , 47 : 4717
  • Buono , G. , Maffei , M. , Brunel , J. M. and Muchow , G. 1995 . J. Org. Chem. , 60 : 852
  • Knight , S. D. , Overman , L. E. and Pairaudeau , G. 1995 . J. Am. Chem. Soc. , 117 : 5776
  • Backvall , J.-E. , Schink , H. E. and Renko , Z. D. 1990 . J. Org. Chem. , 55 : 826
  • Yoshizaki , H. , Satoh , H. , Sato , Y. , Nukui , S. , Shibasaki , M. and Mori , M. 1995 . J. Org. Chem. , 60 : 2016 For successful additions of carbanions and intramolecular amide additions in DMF see:
  • Hansel , J.-G. , O'Hogan , S. , Lensky , S. , Ritter , A. R. and Miller , M. J. 1995 . Tetrahedron Lett. , 36 : 2913
  • Oppolzer , W. , Gaudin , J.-M. and Birkinshaw , T. N. 1988 . Tetrahedron Lett. , 29 : 4705

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