A reductive alkylation procedure applicable to both solution- and solid-phase syntheses of secondary amines

Journal of Organic Chemistry

Volumn 61, Issue 19, 1996, Pages 6720-6722

  Szardenings, Anna K ^a   Burkoth, Timothy S ^a   Look, Gary C ^a   Campbell, David A ^a  

^a AFFYMAX RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0342993927     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960124n     Document Type: Article

References (9)

1. (a) Gallop, M. A.; Barrett, R. W.; Dower, W. J.; Fodor, S. P.; Gordon, E. M. J. Med. Chem. 1994, 37, 1233.
2. (b) Gordon, E. M.; Barrett, R. W.; Dower, W. J.; Fodor, S. P.; Gallop, M. A. J. Med. Chem. 1994, 37, 1385.
3. Crowley, J. I.; Rapoport, H. Acc. Chem. Res. 1976, 9, 135 and references therein.
4. Borch, R. F.; Bernstein, M. D.; Durst, H. D. J. Am. Chem. Soc. 1971, 93, 2897.
5. (a) Ho, P. T.; Chang, D.; Zhong, J. W. X.; Musso, G. F. Peptide Res. 1993, 6, 10.
6. (b) Coy, D. H.; Hocart, S. J.; Sasaki, Y. Tetrahedron 1988, 44, 835.
7. (c) Gordon, D. W.; Steele, J. Biorg. Med. Chem. Lett. 1995, 5, 47.
8. Similar observations have recently been reported during the reductive alkylation of glycine derivatives with Fmoc-amino aldehydes: Salvi, J. P.; Walchshofer, N.; Paris, J. Tetrahedron Lett. 1994, 35, 1181.
9. Look, G. C.; Murphy, M. M.; Campbell, D. A.; Gallop, M. A. Tetrahedron Lett. 1995, 36, 2937.