(E)-3-(Trimethylsilyl)-2-propen-1-ol. An Improved Preparation

Journal of Organic Chemistry

Volumn 47, Issue 23, 1982, Pages 4595-4597

  Denmark, S E ^a   Jones, T K ^a  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001034015     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00144a044     Document Type: Note

References (16)

1. Denmark, S. E.; Jones, T. K. J. Am. Chem. Soc. 1982, 104, 2642.
2. Jung, M. E.; Gaede, B. Tetrahedron 1979, 35, 621.
3. Carter, M. J.; Fleming, I.; Percival, A. J. Chem. Soc., Perkin Trans. 1 1981, 2415.
4. Cunico, R. F.; Clayton, F. J. J. Org. Chem. 1976, 41, 1480.
5. Magnus, P. Aldrichimica Acta 1980, 13, 43.
6. The original preparation of 2 was mentioned briefly within a larger context: Stork, G.; Jung, M. E.; Colvin, E.; Noel, Y. J. Am. Chem. Soc. 1974, 96, 3684.
7. Mironov, V. F.; Maksimova, N. G. Bull. Acad. Sci. USSR, Div. Chem. Sic. (Engl. Transl.) 1960, 1911.
8. Borden, W. T. J. Am. Chem. Soc. 1970, 92, 4898.
9. Grant, B.; Djerassi, C. J. Org. Chem. 1974, 39, 968.
10. Corey, E. J.; Katzenellenbogen, J. A.; Posner, G. H. J. Am. Chem. Soc. 1968, 96, 4245.
11. Molloy, B. B.; Hauser, K. L. J. Chem. Soc., Chem. Commun. 1968, 1017.
12. Chan, K.; Specian, A. C.; Saucy, G. J. Org. Chem. 1978, 43, 3435.
13. Chan, K.; Cohen, N.; DeNoble, J. P.; Specian, A. C.; Saucy, G. J. Org. Chem. 1976, 41, 3497.
14. For recent summaries of the uses of SMEAH see: Vit, J. Eastman Org. Chem. Bull. 1970, 42, No. 3; 1974, 46, No. 1.
15. Hajos, A. “Complex Hydrides”; Elsevier: New York, 1979; pp 159–167.
16. Note Added in Proof: A similar procedure for the preparation of 3 has recently appeared: Brandsma, L.; Verkruisse, H. O. “Synthesis of Acetylenes, Allenes and Cumulenes”; Elsevier: Amsterdam, 1981; p 58.