Pd-catalyzed cyclization reactions of acetylene-containing α-amino acids

Tetrahedron Letters

Volumn 39, Issue 28, 1998, Pages 5081-5084

  Wolf, Larissa B ^a   Tjen, Kim C M F ^a   Rutjes, Floris P J T ^a   Hiemstra, Henk ^a   Schoemaker, Hans E ^a,b  

^a UNIVERSITY OF AMSTERDAM   (Netherlands)

^b DSM RESEARCH   (Netherlands)

Author keywords

Amino acids and derivatives; Cyclization; Enamino esters; Pd catalysis

Indexed keywords

ACETYLENE DERIVATIVE; ALPHA AMINO ACID; AMINO ACID DERIVATIVE; PALLADIUM;

ARTICLE; CATALYSIS; CYCLIZATION; MOLECULAR INTERACTION; REACTION ANALYSIS; SYNTHESIS;

EID: 0032499974     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00910-1     Document Type: Article

References (19)

1. 1. See e.g.: Progress in heterocyclic chemistry, Gribble GW, Gilchrist TL, Eds., Pergamon: Oxford, Vol. 9, 1997.
2. 2. Nefzi A, Ostresh JM, Houghten RA. Chem. Rev. 1997;97;449-472.
3. 3. For an excellent summary of Pd-chemistry, see: Tsuji, J. Palladium Reagents and Catalysis, Wiley: New York, 1995.
4. 4. Lambert C, Utimoto K, Nozaki H. Tetrahedron Lett. 1984;46;5323-5326.
5. 5. Kotora M, Negishi E. Synthesis 1996;121-128.
6. 6. Fukuda Y, Matsubara S, Utimoto K. J. Org. Chem. 1991;56;5812-5816.
7. 7. Arcadi A, Burini A, Cacchi S, Delmastro M, Marinelli F, Pietroni BR. J. Org. Chem. 1992;57;976-982.
8. 8. Wang Z, Lu X. J. Org. Chem. 1996;61;2254-2255.
9. 9. Tsuda T, Ohashi Y, Nagahama N, Sumiya R, Saegusa T. J. Org. Chem. 1988;53;2650-2653.
10. 10. Arcadi A Synlett 1997;941-943.
11. 11. Bouyssi D, Cavicchioli M, Balme G Synlett 1997;944-946.
12. 12. Luo FT, Wang RT. Tetrahedron Lett. 1992;33;6835-6838.
13. 13. For a recent review, see e.g.: Schoemaker HE, Boesten WHJ, Kaptein B, Roos EC, Broxterman QB, Van den Tweel WJJ, Kamphuis J. Acta Chem. Scand. 1996;50;225-233.
14. 14. Schoemaker HE, Boesten WHJ, Broxterman QB, Roos EC, Kaptein B, Van den Tweel WJJ, Kamphuis J, Rutjes FPJT. Chimia 1997;51;308-311.
15. 15. Chenault HK, Dahmer J, Whitesides GM. J. Am. Chem. Soc. 1989;111;6354-6364.
16. 16. Boesten WHJ, Cals MJH. U.S. Patent 4705752, 1987; Chem. Abstr. 105;170617k.
17. 17. Miyazawa T, Iwanaga H, Yamada T, Kuwata S. Chem. Express 1991;6;887.
18. 18. Griesbeck AG, Hirt J, Peters K, Peters E-M, Von Schnering HG. Chem. Eur. J. 1997;2;1388-1394.
19. 19. Tsukada N, Yamamoto Y. Angew. Chem. Int. Ed. Engl. 1997;36;2477-2480.