Anti-hydroalumination of homo- and bishomopropargyl alcohols

Tetrahedron Letters

Volumn 38, Issue 22, 1997, Pages 3829-3832

  Ma, Shengming ^a   Liu, Fang ^a   Negishi, Ei Ichi ^a  

^a PURDUE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BISHOMOPROPARGYL ALCOHOL DERIVATIVE; HOMOPROPARGYL ALCOHOL DERIVATIVE; TETRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 0030953091     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00764-8     Document Type: Article

References (13)

1. Ma, S.; Negishi, E. J. Org. Chem. 1997, 62, 784.
2. Corey, E. J.; Katzenellenbogen, J. A.; Posner, G. H. J. Am. Chem. Soc. 1967, 89, 4245.
3. For related studies of anti-carbomagnesiation of propargyl alcohols, see (a) Jousseaume, B.; Duboudin, J. G. J. Organomet. Chem. 1975, 91, C1.
4. (b) Duboudin, J. G.; Jousseaume, B. J. Organomet. Chem. 1979, 168, 1.
5. (a) Rossi, R.; Carpita, A. Synthesis 1977, 561.
6. (b) Doolittle, R. E. Org. Prep. Proced. Int. 1981, 13, 179.
7. (a) Eisch, J. J.; Foxton, M. W. J. Org. Chem. 1971, 36, 3520.
8. (b) Zweifel, G.; Lewis, W. J. Org. Chem. 1978, 43, 2739.
9. (c) For a review, see Zweifel, G.; Miller, J. A. Org. React. 1984, 32, 375.
10. +) 269.9937, found 269.9931.
11. For some different but synthetically equivalent methods for producing stereo- and regioselectively (Z)-4-iodo-3-buten-1-ols, see (a) Kocienski, P.; Wadman, S.; Cooper, K. J. Am. Chem. Soc. 1989, 111, 2363.
12. (b) Nguyen, T.; Negishi, E. Tetrahedron Lett. 1991, 32, 5903.
13. Coleman, R. A.; O'Doherty, C. M.; Tweedy, H. E.; Harris, T. V.; Thompson, D. W. J. Organomet. Chem. 1976, 107, C15.