Palladium-catalyzed coupling of allylic cyclic carbonates with aryl- and vinylstannanes in aqueous medium

Synthetic Communications

Volumn 27, Issue 7, 1997, Pages 1267-1271

  Kang, Suk Ku ^a   Yamaguchi, Tokutaro ^a   Kim, Jae Sun ^a   Choi, Sang Chul ^a  

^a Sungkyunkwan University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENOL; ALLYL COMPOUND; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0030902234     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708003364     Document Type: Article

References (11)

1. For reviews see: (a) Stille, J. K. Angew. Chem. Int. Ed. Engl. 1986, 25, 508-524. (b) Mitchell, T. N. Synthesis 1992, 803-815.
2. For reviews see: (a) Stille, J. K. Angew. Chem. Int. Ed. Engl. 1986, 25, 508-524. (b) Mitchell, T. N. Synthesis 1992, 803-815.
3. Vinyl epoxides: (a) Echavarren, A. M.; Tueting, D. R.; Stille, J. K. J. Am. Chem. Soc. 1988, 110, 4039-4041. (b) Tueting, D. R.; Echavarren, A. M.; Stille, J. K. Tetrahedron 1989, 45, 979-992. Allyl halides: (c) Sheffy, F. K.; Godschalx, J.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 4833-4840. Allylic acetates: (d) Valle, L. D.; Stille, J. K.; Hegedus, L. S. J. Org. Chem. 1990, 55, 3019-3023.
4. Vinyl epoxides: (a) Echavarren, A. M.; Tueting, D. R.; Stille, J. K. J. Am. Chem. Soc. 1988, 110, 4039-4041. (b) Tueting, D. R.; Echavarren, A. M.; Stille, J. K. Tetrahedron 1989, 45, 979-992. Allyl halides: (c) Sheffy, F. K.; Godschalx, J.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 4833-4840. Allylic acetates: (d) Valle, L. D.; Stille, J. K.; Hegedus, L. S. J. Org. Chem. 1990, 55, 3019-3023.
5. Vinyl epoxides: (a) Echavarren, A. M.; Tueting, D. R.; Stille, J. K. J. Am. Chem. Soc. 1988, 110, 4039-4041. (b) Tueting, D. R.; Echavarren, A. M.; Stille, J. K. Tetrahedron 1989, 45, 979-992. Allyl halides: (c) Sheffy, F. K.; Godschalx, J.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 4833-4840. Allylic acetates: (d) Valle, L. D.; Stille, J. K.; Hegedus, L. S. J. Org. Chem. 1990, 55, 3019-3023.
6. Vinyl epoxides: (a) Echavarren, A. M.; Tueting, D. R.; Stille, J. K. J. Am. Chem. Soc. 1988, 110, 4039-4041. (b) Tueting, D. R.; Echavarren, A. M.; Stille, J. K. Tetrahedron 1989, 45, 979-992. Allyl halides: (c) Sheffy, F. K.; Godschalx, J.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 4833-4840. Allylic acetates: (d) Valle, L. D.; Stille, J. K.; Hegedus, L. S. J. Org. Chem. 1990, 55, 3019-3023.
7. (a) Kang, S-K.; Park, D-C.; Jeon, J-H.; Rho, H-S.; Yu, C-M. Tetrahedron Lett. 1994, 35, 2357-2360.
8. (b) Kang, S-K.; Park, D-C; Park, C-H.; Hong, R-K. Tetrahedron Lett. 1995, 36, 405-408.
9. (c) Kang, S-K.; Jung, K-Y.; Park, C-H.; Jang, S-B. Tetrahedron Lett. 1995, 36, 8047-8050.
10. (d) Kang, S-K.; Jung, K-Y.; Chung, J-U.; Namkoong, E-Y.; Kim, T-H. J. Org. Chem. 1995, 60, 4678-4679.
11. The allylic cyclic carbonate 1 was prepared from L-tartaric acid diethyl ester. See, Kang, S-K.; Lee, D-H.; Sim, H-S.; Lim, J-S. Tetrahedron Lett. 1993, 34, 91-94.