Selective formation of glycylglycine by dehydration of glycine adsorbed on silica gel

Journal of Physical Organic Chemistry

Volumn 12, Issue 4, 1999, Pages 354-356

  Ogawa, Haruo ^a   Fujigaki, Tamiki ^a   Chihara, Teiji ^b  

^a TOKYO GAKUGEI UNIVERSITY   (Japan)

^b INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

Author keywords

Dehydration; Glycine; Glycylglycine; Silica gel

Indexed keywords

EID: 0009048024     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-1395(199904)12:4<354::AID-POC157>3.0.CO;2-D     Document Type: Article

References (23)

1. J. H. Clark, A. P. Kybett and D. J. Macquarrie, Supported Reagents: Preparation, Analysis, and Applications. VCM, New York (1992); K. Smith (Ed.), Solid Supports and Catalysis in Organic Synthesis. Prentice Hall, Englewood Chiffs, NJ (1992); P. Laszlo (Ed.), Preparative Chemistry Using Supported Reagents. Academic Press, San Diego (1987); A. McKillop and D. W. Young, Synthesis 401 (1979); G. H. Posner, Angew. Chem., Int. Ed. Engl. 17, 487 (1978); A. Cornelis and P. Laszlo, Synthesis 909; (1985); H. Ogawa, M. Kodomari and T. Chihara, PETROTECH 19, 404 (1996).
2. J. H. Clark, A. P. Kybett and D. J. Macquarrie, Supported Reagents: Preparation, Analysis, and Applications. VCM, New York (1992); K. Smith (Ed.), Solid Supports and Catalysis in Organic Synthesis. Prentice Hall, Englewood Chiffs, NJ (1992); P. Laszlo (Ed.), Preparative Chemistry Using Supported Reagents. Academic Press, San Diego (1987); A. McKillop and D. W. Young, Synthesis 401 (1979); G. H. Posner, Angew. Chem., Int. Ed. Engl. 17, 487 (1978); A. Cornelis and P. Laszlo, Synthesis 909; (1985); H. Ogawa, M. Kodomari and T. Chihara, PETROTECH 19, 404 (1996).
3. J. H. Clark, A. P. Kybett and D. J. Macquarrie, Supported Reagents: Preparation, Analysis, and Applications. VCM, New York (1992); K. Smith (Ed.), Solid Supports and Catalysis in Organic Synthesis. Prentice Hall, Englewood Chiffs, NJ (1992); P. Laszlo (Ed.), Preparative Chemistry Using Supported Reagents. Academic Press, San Diego (1987); A. McKillop and D. W. Young, Synthesis 401 (1979); G. H. Posner, Angew. Chem., Int. Ed. Engl. 17, 487 (1978); A. Cornelis and P. Laszlo, Synthesis 909; (1985); H. Ogawa, M. Kodomari and T. Chihara, PETROTECH 19, 404 (1996).
4. J. H. Clark, A. P. Kybett and D. J. Macquarrie, Supported Reagents: Preparation, Analysis, and Applications. VCM, New York (1992); K. Smith (Ed.), Solid Supports and Catalysis in Organic Synthesis. Prentice Hall, Englewood Chiffs, NJ (1992); P. Laszlo (Ed.), Preparative Chemistry Using Supported Reagents. Academic Press, San Diego (1987); A. McKillop and D. W. Young, Synthesis 401 (1979); G. H. Posner, Angew. Chem., Int. Ed. Engl. 17, 487 (1978); A. Cornelis and P. Laszlo, Synthesis 909; (1985); H. Ogawa, M. Kodomari and T. Chihara, PETROTECH 19, 404 (1996).
5. J. H. Clark, A. P. Kybett and D. J. Macquarrie, Supported Reagents: Preparation, Analysis, and Applications. VCM, New York (1992); K. Smith (Ed.), Solid Supports and Catalysis in Organic Synthesis. Prentice Hall, Englewood Chiffs, NJ (1992); P. Laszlo (Ed.), Preparative Chemistry Using Supported Reagents. Academic Press, San Diego (1987); A. McKillop and D. W. Young, Synthesis 401 (1979); G. H. Posner, Angew. Chem., Int. Ed. Engl. 17, 487 (1978); A. Cornelis and P. Laszlo, Synthesis 909; (1985); H. Ogawa, M. Kodomari and T. Chihara, PETROTECH 19, 404 (1996).
6. J. H. Clark, A. P. Kybett and D. J. Macquarrie, Supported Reagents: Preparation, Analysis, and Applications. VCM, New York (1992); K. Smith (Ed.), Solid Supports and Catalysis in Organic Synthesis. Prentice Hall, Englewood Chiffs, NJ (1992); P. Laszlo (Ed.), Preparative Chemistry Using Supported Reagents. Academic Press, San Diego (1987); A. McKillop and D. W. Young, Synthesis 401 (1979); G. H. Posner, Angew. Chem., Int. Ed. Engl. 17, 487 (1978); A. Cornelis and P. Laszlo, Synthesis 909; (1985); H. Ogawa, M. Kodomari and T. Chihara, PETROTECH 19, 404 (1996).
7. J. H. Clark, A. P. Kybett and D. J. Macquarrie, Supported Reagents: Preparation, Analysis, and Applications. VCM, New York (1992); K. Smith (Ed.), Solid Supports and Catalysis in Organic Synthesis. Prentice Hall, Englewood Chiffs, NJ (1992); P. Laszlo (Ed.), Preparative Chemistry Using Supported Reagents. Academic Press, San Diego (1987); A. McKillop and D. W. Young, Synthesis 401 (1979); G. H. Posner, Angew. Chem., Int. Ed. Engl. 17, 487 (1978); A. Cornelis and P. Laszlo, Synthesis 909; (1985); H. Ogawa, M. Kodomari and T. Chihara, PETROTECH 19, 404 (1996).
8. Z. Cohen, E. Keinan, Y. Mazur and T. H. Varkony, J. Org. Chem. 40, 2141 (1975); E. Keinan and Y. Mazur, J. Org. Chem. 42, 844 (1977), and references cited therein.
9. Z. Cohen, E. Keinan, Y. Mazur and T. H. Varkony, J. Org. Chem. 40, 2141 (1975); E. Keinan and Y. Mazur, J. Org. Chem. 42, 844 (1977), and references cited therein.
10. G. Bram and T. Fillebeen-Khan, J. Chem. Soc. Chem. Commun. 522 (1979).
11. E. Keinan and Y. Mazur, J. Am. Chem. Soc. 99, 3861 (1977); J. Muzard, Synthesis 60 (1982).
12. E. Keinan and Y. Mazur, J. Am. Chem. Soc. 99, 3861 (1977); J. Muzard, Synthesis 60 (1982).
13. T. Chihara, S. Teratani and H. Ogawa, J. Chem. Soc. Chem. Commun. 1120 (1981); T. Chihara, Y. Takagi, S. Teratani and H. Ogawa, Chem. Lett. 1451 (1982).
14. T. Chihara, S. Teratani and H. Ogawa, J. Chem. Soc. Chem. Commun. 1120 (1981); T. Chihara, Y. Takagi, S. Teratani and H. Ogawa, Chem. Lett. 1451 (1982).
15. T. Nishiguchi, K. Kawamine and T. Ohtsuka, J. Chem. Soc., Perkin Trans. I 153; (1992) T. Nishiguchi and K. Kawamine, J. Chem. Soc., Chem. Commun. 1766, (1990)
16. T. Nishiguchi, K. Kawamine and T. Ohtsuka, J. Chem. Soc., Perkin Trans. I 153; (1992) T. Nishiguchi and K. Kawamine, J. Chem. Soc., Chem. Commun. 1766, (1990)
17. H. Ogawa, T. Chihara and K. Taya, J. Am. Chem. Soc. 107, 1365 (1985); H. Ogawa, J. Phys. Org. Chem. 4, 346 (1991); H. Ogawa, T. Chihara, S. Teratani and K. Taya, J. Chem. Soc. Chem. Commun. 1337 (1986).
18. H. Ogawa, T. Chihara and K. Taya, J. Am. Chem. Soc. 107, 1365 (1985); H. Ogawa, J. Phys. Org. Chem. 4, 346 (1991); H. Ogawa, T. Chihara, S. Teratani and K. Taya, J. Chem. Soc. Chem. Commun. 1337 (1986).
19. H. Ogawa, T. Chihara and K. Taya, J. Am. Chem. Soc. 107, 1365 (1985); H. Ogawa, J. Phys. Org. Chem. 4, 346 (1991); H. Ogawa, T. Chihara, S. Teratani and K. Taya, J. Chem. Soc. Chem. Commun. 1337 (1986).
20. H. Ogawa, K. Nozawa and P. Ahn, J. Chem. Soc. Chem. Commun. 1393 (1993).
21. N. Yoshino and T. Yoshino, Bull. Chem. Soc. Jpn. 46, 2899 (1973).
22. R. M. Silverstein, G. C. Bassler and T. C. Morrill, Spectrometric Identification of Organic Compunds, 4th ed., p. 126. J Wiley, New York (1981); S. Sternhell and J. R. Kalman, Organic Structures from Spectra, p. 13. J Wiley, New York (1987).
23. R. M. Silverstein, G. C. Bassler and T. C. Morrill, Spectrometric Identification of Organic Compunds, 4th ed., p. 126. J Wiley, New York (1981); S. Sternhell and J. R. Kalman, Organic Structures from Spectra, p. 13. J Wiley, New York (1987).