Palladium-indium mediated Barbier-type allylation of aldehydes with allenes

Chemical Communications

Volumn , Issue 8, 2000, Pages 645-646

  Anwar, Usman ^a   Grigg, Ronald ^a   Rasparini, Marcello ^a   Savic, Vladimir ^a   Sridharan, Visuvanathar ^a  

^a UNIVERSITY OF LEEDS   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; ALDEHYDE; ALLENE DERIVATIVE; CARBONYL DERIVATIVE; CYCLOHEXANONE DERIVATIVE; INDIUM; IODIDE; PALLADIUM;

ALKYLATION; ARTICLE; CHEMICAL REACTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY;

EID: 0034696895     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b001457p     Document Type: Article

References (10)

1. C. J. Li and. T. H. Chan, Tetrahedron, 1999, 55, 11 149.
2. T. H. Chan and Y. Yang, J. Am. Chem. Soc., 1999, 121, 3228.
3. J. A. Marshall and C. M. Grant, J. Org. Chem., 1999, 64, 8214.
4. S. Searles, L. Yushun, B. Nassim, M. T. Robert-Lopes, P. Tran and P. Crabbè, J. Chem Soc., Perkin Trans. 1, 1984, 747.
5. To our knowledge this is the only example of In mediated intra-molecular Barbier reaction: L. A. Paquette and J. L. Mendez-Andino, J. Org. Chem., 1998, 63, 9061.
6. S. E. Gibson, N. Guillo, R. J. Middleton, A. Thuilliez and M. J. Tozer, J. Chem Soc., Perkin Trans. 1, 1997, 447.
7. R. Grigg and J. M. Sansano, Tetrahedron, 1996, 52, 13 441.
8. L. A. Paquette, T. M. Mitzel, M. B. Isaac, C. F. Crasto and W. W. Schomer, J. Org. Chem., 1999, 62, 4293.
9. L. A. Paquette and P. C. Lobben, J. Org. Chem., 1998, 63, 5604.
10. L. A. Paquette and P. C. Lobben, J. Am. Chem. Soc., 1996, 118, 1917.