Photoinduced one pot transformation of 2-phenyl-4-ethylidene-5(4H)- oxazolone and allylic alcohols to γ, δ-unsaturated N-henzoyl amides

Tetrahedron Letters

Volumn 39, Issue 52, 1998, Pages 9711-9714

  Park, Bong Ser ^a   Oh, Chul Min ^a   Chun, Keun Ho ^b   Lee, Jong Ook ^b  

^a Dongguk University   (South Korea)

^b Soongsil University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL ALCOHOL; AMIDE; OXAZOLONE;

ARTICLE; DIASTEREOISOMER; HYDROLYSIS; PHOTOCHEMISTRY; PHOTOLYSIS; PROTON TRANSPORT; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0032564536     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02232-1     Document Type: Article

References (14)

1. 1. This paper is dedicated to Professor P. J. Wagner on the occasion of his 60th birthday.
2. 2. Wipf, P. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I.Paquette, L. A., Eds.; Pergamon Press: Oxford, 1991;Vol 5, pp827-873.
3. 3. Metz P.; Hungerhoff, B. J. Org. Chem. 1997, 62, 4442-4449, and refs. therein.
4. 4. Metz, P.; Mues, C. Tetrahedron 1988, 44, 6841-6853.
5. 5. Jung, B,; Kim, H.; Park, B. S. Tetrahedron Lett. 1996, 17, 4019-4022.
6. 6. Carter, H. E. Org. React. 1974, 3, 199-239.
7. 3, 50 MHz) δ 179.3, 168.4, 135.1, 134.9, 134.2, 131.6, 130.9, 120.2, 69.6, 28.0, 12.7.
8. 1H NMR of photoproducts. Stereochemical assignment was made using the data given in ref. 14.
9. 9. Pete, J.-P. In CRC Handbook of Organic Photochemistry and Photobiology; Horspool, W. M. and Song, P.-S., Eds.; CRC Press:New York, 1994; Chap. 49, pp593-606.
10. 10. Matlin, A. R.; Leckta, T. C.; McGarvey, D. J.; Jacob, P. W.; Picken, H. A. Tetrahedron Lett. 1987, 28, 5083-5086.
11. 11. Matlin, A. R.; McGarvey, D. J. Tetrahedron Lett. 1987, 28, 5087-5090.
12. 12. Newcomb, M. Tetrahedron 1993, 49, 1151-1176, and refs. therein.
13. 13. Wagner, P. J.; Park, B. S. Org. Photochem. 1991, 11, 227-366.
14. 14. Metz, P.; Linz. C. Tetrahedron 1994, 50, 3951-3966.