An intramolecular Baylis-Hillman reaction catalysed by secondary amines

Tetrahedron Letters

Volumn 38, Issue 49, 1997, Pages 8561-8564

  Black, Gregory P ^a   Dinon, Francesca ^a   Fratucello, Silvia ^a   Murphy, Patrick J ^a   Nielsen, Michael ^a   Williams, Harri Lloyd ^a   Walshe, Nigel D A ^b  

^a BANGOR UNIVERSITY   (United Kingdom)

^b PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; CYCLOALKANOL DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; REACTION ANALYSIS; SYNTHESIS;

EID: 0030700308     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10284-2     Document Type: Article

References (10)

1. (a) Murphy, P. J.; Williams, H. L.; Hursthouse, M. B.; Abdul Malik, K. M.; J. Chem. Soc. Chem. Commun., 1993, 119-20.
2. (b) Murphy, P. J.; Williams, H. L.; J. Chem. Soc. Chem. Commun., 1993, 819-20.
3. (c) Murphy, P. J.; Williams, H. L.; Hibbs, D. E.; Hursthouse, M. B.; Abdul Malik, K. M.; Tetrahedron, 1996, 52, 8315-30.
4. Snider, B.; Shi, Z., J. Am. Chem. Soc., 1994, 116, 547.
5. Basavaiah, D.; Polisetti, D. R.; Rachakonda, S. H.; Tetrahedron, 1996, 52, 8001-62.
6. Fakstorp, J.; Raleigh D.; Schniepp, L. E.; J. Am. Chem. Soc., 1950, 72, 869.
7. +) requires 203.1072, found 203.1072.
8. 6 Both intermediates were identified by analysis of nmr data obtained from the reaction mixtures. Efforts are underway to isolate and determine the exact relative stereochemistry of 9 and to confirm the nmr structural assignment of 10.
9. (a) Drewes, S. E.; Njamela, O. L.; Emslie, N. D.; Ramesar, N.; Field, J. S.; Synth. Commun., 1993, 23, 2807.
10. (b) Roth, F.; Gygax, P.; Frater, G.; Tetrahedron Lett., 1992, 33, 1045.