(Trimethylsilyl) ethoxyacetylene. An effective reagent for mild dehydrative condensation of carboxylic acids and H-acidic materials

Synthesis (Germany)

Volumn 1989, Issue 4, 1989, Pages 334-337

  Kita, Yasuyuki ^a   Akai, Shuji ^a   Yamamoto, Miki ^a   Taniguchi, Miyako ^a   Taraura, Yasumitsu ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 85082717004     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-1989-27248     Document Type: Article

References (17)

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4. Schmidt, U., Kroner, M., Beutler, U. Synthesis 1988, 475.
5. Kita, Y., Akai, S., Yoshigi, M., Nakajima, Y. Yasuda, H., Tamura, Y. Tetrahedron Lett. 1984, 25, 6027.
6. Kita, Y., Akai, S. Ajimura, N., Yoshigi, M., Tsugoshi, T., Yasuda, H., Tamura, Y J. Org. Chem. 1986, 51, 4150.
7. 4
8. Tamura, Y., Kirihara, M., Sekihachi, J., Okunaka, R., Mohri, S. Tsugoshi, T, Akai, S., Sasho, M., Kita, Y. Tetrahedron Lett. 1987. 28, 3971.
9. Tamura, Y, Akai, S., Kishimoto, H., Sasho, M., Kirihara, M. Kita, Y. Chem. Pharm. Bull. 1988, 36, 3897, and references cited therein.
10. The intermediate 3 a can be stored under a nitrogen atmosphere in a refrigerator for several months.
11. The preliminary study on the reaction of 3a with 4a revealed that the reaction was accelerated by the presence of catalytic amounts of DMAP and mercuric acetate or a catalytic amount of p-toluenesulfonic acid.
12. Dictionary of Organic Compounds, 5th ed., Buckingham. J, (ed.) Chapman and Hall. New York, 1982.
13. Arakawa, K. Chem. Pharm. Bull. 1957. 5, 528.
14. Gosselck, J., Barth, H., Bercss, L. Liebigx Ann. Chem. 1964, 671, 1
15. Hashimoto, S., Furukawa, I. Bull. Chem. Soc. Jpn. 1981. 54, 2227
16. House, HO, Richey, F.A., Jr. J. Org. Chem. 1969.R 1430.
17. Morosawa, S., Yokoo, A. Bull. Chem. Soc Jpn. 1963, 36, 179.