Efficient Syntheses of Amadori Rearrangement Compounds

Synlett

Volumn 1996, Issue 2, 1996, Pages 169-170

  Iwamoto, Tsuyoshi ^b   Kan, Toshiyuki ^a   Katsumura, Shigeo ^b   Ohfune, Yasufumi ^a,c  

^a SUNTORY INSTITUTE FOR BIOORGANIC RESEARCH   (Japan)

^b KWANSEI GAKUIN UNIVERSITY   (Japan)

^c Osaka Prefecture University   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0009716514     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5362     Document Type: Article

References (15)

1. Maillard, L. C. Compt. Rend. 1912, 66, 154.
2. (a) Hodge, J. E. Adv. Carbohydr. Chem. 1955, 10, 169.
3. (b) Mills, F. D.; Hodge, J. E. Carbohydr. Res. 1976, 51, 9.
4. (c) Mills, F. D. J. Agric. Food Chem. 1979, 27, 1136.
5. Eichner, K. In Proceedings of an International Symposium on Water Relations of Foods; Duckworth, R. B., Ed.; Academic Press: New York, NY, 1975; p 417.
6. Xenakis, D.; Moll, N.; Gross, B. Synthesis 1983, 541.
7. Moll, N.; Gross, B.; Vinh, T.; Moll, M. J. Agric. Food Chem. 1982, 30, 782.
8. Mancuso, A. J.; Swern, D. Synthesis 1981, 165.
9. Brady Jr, R. F. Carbohydr. Res. 1970, 15, 35.
10. Borch, R. F.; Bernstein, M. D.; Durst, H. D. J. Am. Chem. Soc. 1971, 93, 2897.
11. (a) Ohfune, Y.; Tomita, M.; Nomoto, K. J. Am. Chem. Soc. 1981, 103, 2409.
12. (b) Ohfune, Y.; Kurokawa, N.; Higuchi, N.; Saito, M.; Hashimoto, M.; Tanaka, T. Chem. Lett. 1984, 441.
13. 13C (100 MHz) NMR spectra, IR, and high resolution MS.
14. 2O) δ 3.25 (m, 2H), 3.51 (m, 2H), 3.70-4.55 (m, total 6H). The product was a slightly reddish color. Upon storage at room temperature for several days, the color turned to deep red. Therefore, the product should be stored under nitrogen below 0 °C.
15. Kurokawa, N.; Ohfune, Y. Tetrahedron 1993, 49, 6195.