Scandium trifluoromethanesulfonate, a novel catalyst for the addition of allyltrimethylsilane to aldehydes

Tetrahedron Letters

Volumn 37, Issue 21, 1996, Pages 3745-3746

  Aggarwal, Varinder K ^a   Vennall, Graham P ^a  

^a UNIVERSITY OF SHEFFIELD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANOL; ALKENE DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029884196     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00636-3     Document Type: Article

References (14)

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2. (b) I. Fleming, J. Donoguès, R. Smithers, Org. Reactions., 1989, 37, 57.
3. With the more nucleophilic allylstannanes less powerful Lewis acids are required and often the reaction can be conducted with sub-stoichiometric amounts of metal salts. See (a) H. C. Aspinall, A. F. Browning, N. Greeves, P. Ravenscroft, Tetrahedron Lett., 1994, 35, 4639.
4. (b) I. Hachiya, S. Kobayashi, J. Org. Chem., 1993, 58, 6958 and references cited therein.
5. (a) T. Tsunoda, M. Suzuki, R. Noyori, Tetrahedron Lett., 1980, 71.
6. (b) H. Sakurai, K. Sasaki, A. Hosomi, Tetrahedron Lett., 1981, 22, 745.
7. (c) A. P. Davis, M. Jaspars, Angew. Chem. Int. Engl., 1992, 31, 470.
8. (d) A. P. Davis, M. Jaspars, J. Chem. Soc. Perkin Trans. I, 1992, 2111.
9. S. Kobayashi, I. Hachiya, T. Takahori, Synthesis. 1993, 371.
10. (a) S. Kobayashi, I. Hachiya, H. Ishitani, A. Mitsuharu, Tetrahedron Lett., 1993, 34, 4535.
11. (b) S. Kobayashi, I. Hachiya, T. Takahori, M. Araki, H. Ishitani, Tetrahedron Lett., 1992, 33, 6815.
12. (c) A. Kawada, S. Mitamura, S. Kobayashi, Synlett, 1994, 545.
13. (d) For a review, see S. Kobayashi, Synlett, 1994, 689-701.
14. 2O/Petroleum (40-60)] gave the product as a colourless oil (79%).