A stereoselective synthesis of 1,6-diphenyl-1,3,5-hexatrienes utilising 4,4,6-trimethyl-2-vinyl-1,3,2-dioxaborinane as a two-carbon alkenyl building block

Organic and Biomolecular Chemistry

Volumn 3, Issue 17, 2005, Pages 3167-3172

  Lightfoot, Andrew P ^a   Twiddle, Steven J R ^b   Whiting, Andrew ^b  

^a GLAXOSMITHKLINE   (United Kingdom)

^b DURHAM UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; REACTION KINETICS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

IODOBENZENE; IODODEBORONATION REACTIONS; POLYENE; STEREOSELECTIVE SYNTHESIS;

OLEFINS;

4,4,6 TRIMETHYL 2 VINYL 1,3,2 DIOXABORINANE; 4,4,6-TRIMETHYL-2-VINYL-1,3,2-DIOXABORINANE; ALKENE; BORON DERIVATIVE; DIOXANE DERIVATIVE; IODOBENZENE; LIGAND;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

ALKENES; BORON COMPOUNDS; DIOXANES; IODOBENZENES; LIGANDS; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 25444525695     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b507900d     Document Type: Article

References (25)

1. C. Thirsk and A. Whiting, J. Chem. Soc., Perkin Trans. I, 2002, 999.
2. A. R. Hunt, S. K. Stewart and A. Whiting, Tetrahedron Lett., 1993, 34, 3599.
3. S. Omura, Y. Tanaka, I. Kanaya, M. Shinose and Y. Takahashi, J. Antibiot., 1990, 43, 1034;
4. N. Henaff and A. Whiting, Org. Lett., 1999, 1, 1137;
5. N. Henaff and A. Whiting, Tetrahedron, 2000, 56, 5193.
6. M. Nakagawa, K. Furihata, Y. Hayakawa and H. Seto, Tetrahedron Lett., 1991, 32, 659.
7. A. P. Lightfoot, G. Maw, C. Thirsk, S. J. R. Twiddle and A. Whiting, Tetrahedron Lett., 2003, 44, 7645.
8. S. K. Stewart and A. Whiting, Tetrahedron Lett., 1995, 36, 3929.
9. A. P. Lightfoot, S. J. R. Twiddle and A. Whiting, Tetrahedron Lett., 2004, 45, 8557.
10. A. P. Lightfoot, S. J. R. Twiddle and A. Whiting, Synlett., 2005, 3, 529.
11. R. Grigg, V. Loganathan, S. Sukirthalingam and V. Sridharan, Tetrahedron Lett., 1990, 31, 6573;
12. R. Grigg and V. Sridharan, Tetrahedron Lett., 1993, 34, 7471.
13. T. Jeffery, J. Chem. Soc., Chem. Commun., 1991, 324.
14. T. Jeffery, Tetrahedron Lett., 1992, 33, 1989.
15. J. Uenishi, J. Beau, R. W. Armstrong and Y. Kishi, J. Am. Chem. Soc., 1987, 109, 4756.
16. S. K. Stewart and A. Whiting, J. Organomet. Chem., 1994, 482, 293.
17. G. Maw, C. Thirsk and A. Whiting, Tetrahedron Lett., 2001, 42, 8387.
18. W. Cabri, I. Candiani, A. Bedeschi and S. Penco, J. Org. Chem., 1992, 57, 1481.
19. C. Amatore, M. Azzabi and A. Jutand, J. Am. Chem. Soc., 1991, 113, 8375.
20. W. Cabri and I. Candiani, Acc. Chem. Res., 1995, 28, 2.
21. W. G. Woods, I. S. Bengelsdorf and D. I. Hunter, J. Org. Chem., 1966, 31, 2766.
22. D. S. Matteson and P. K. Jesthi, J. Organomet. Chem., 1976, 114, 1.
23. G. C. M. Lee, B. Tobias, J. M. Holmes, D. A. Harcourt and M. E. Garst, J. Am. Chem. Soc., 1990, 112, 9330.
24. A. Carpita, A. Ribecai, R. Rossi and P. Stabile, Tetrahedron, 2002, 58, 3673.
25. P. Villiers, N. Vicart, Y. Ramondenc and G. Pie, Eur. J. Org. Chem., 2001, 561.