The reactions of aryl acrylates under Baylis-Hillman conditions

Tetrahedron Letters

Volumn 37, Issue 10, 1996, Pages 1715-1718

  Perlmutter, Patrick ^a   Puniani, Evaloni ^a   Westman, Gunnar ^a  

^a MONASH UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIOXANE DERIVATIVE; ACRYLIC ACID DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029964228     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00115-3     Document Type: Article

References (14)

1. Baylis, A. B.; Hillman, M. E. D. German Patent 2 155 113 1972.
2. Hoffmann, H. M. R.; Rabe, J. Angew. Chem. Int. Ed. Engl. 1983, 22, 795.
3. (a) For a review, see Drewes, S. E.; Roos, G. H. P. Tetrahedron 1988, 44, 4653. For some recent applications, see
4. (b) Perlmutter, P.; Tabone, M. J. Org. Chem. 1995, 60, 6515;
5. (c) Campi, E. M.; Holmes, A.; Perlmutter, P.; Teo, C. C. Aust. J. Chem. 1995, 48, 1535.
6. (d) Manickum, T.; Roos, G. H. P. S. Afr. J. Chem. 1994, 47, 1;
7. (e) Kündig, E. P.; Xu, L. H.; Romanens, P.; Bernardinelli, G. Tetrahedron Lett. 1993, 34, 7049;
8. (f) Gilbert, A.; Heritage, T. W.; Isaacs, N. S. Tetrahedron Asymmetry 1991, 2, 969.
9. All the aryl acrylates described here were prepared from acryloyl chloride and the appropriate phenol using a method described in Furniss, B. S.; Hannaford, A. J.; Smith, P. W. G.; Tatchell, A. R. (eds) "Vogels's Textbook of Practical Organic Chemistry" Fifth Edn. Longman, Burnt Mill, 1989, p. 705.
10. All new compounds reported here gave satisfactory spectroscopic and combustion analysis.
11. (a) Khan, A. A.; Emslie, N. D.; Drewes, S. E.; Field, J. S.; Ramesar, N. Chem. Ber. 1993, 126, 1477.
12. (b) Drewes, S. E.; Emslie, N. D.; Karodia, N.; Khan, A. A. Chem. Ber. 1990, 123, 1447.
13. For example, see Zimmermann, J.; Seebach, D. Helv. Chim. Acta 1987, 70, 1104.
14. 6 (eg 10).