Preparation of 1,2-drones and 1,3-dienes assembling three units

Synlett

Volumn , Issue 7, 2000, Pages 995-996

  Matsubara, Seijiro ^a   Ukai, Katsumi ^a   Toda, Narihiro ^a   Utimoto, Kiitiro ^a   Oshima, Koichiro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

Coupling; Diene; Dimetal; Palladium; Zinc

Indexed keywords

ALKADIENE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; ORGANIC CHEMISTRY;

EID: 0033929932     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (11)

1. Ciganek, E. Organic Reaction 1984, 32, 1; Brandsma, L.; Verkruijsse, H. D. Synthesis of Acetylenes, allenes and Cumulene, Elsevier, New York 1981.
2. Ciganek, E. Organic Reaction 1984, 32, 1; Brandsma, L.; Verkruijsse, H. D. Synthesis of Acetylenes, allenes and Cumulene, Elsevier, New York 1981.
3. Marek, I.; Normant, J.-F. Chem. Rev. 1996, 96, 3241; Matsubara, S. J. Synth. Org. Chem. 2000, 58, 146.
4. Marek, I.; Normant, J.-F. Chem. Rev. 1996, 96, 3241; Matsubara, S. J. Synth. Org. Chem. 2000, 58, 146.
5. (a) Utimoto, K.; Toda, N.; Mizuno, T.; Kobata, M.; Matsubara, S. Angew. Chem. Int. Ed. Engl. 1997, 36, 2804.
6. (b) Matsubara, S.; Otake, Y.; Morikawa, T.; Utimoto, K. Synlett 1998, 1315.
7. Matsubara, S.; Otake, Y.; Hashimoto, Y.; Utimoto, K. Chem. Lett. 1999, 747.
8. Matsubara, S.; Yamamoto, Y.; Utimoto, K. Synlett 1999, 1411.
9. 3 as phosphine ligand resulted in a sluggish reaction.
10. The measurement was performed by Varian Gemini 2000, 46MHz.
11. 2O resulted in the selective formation of 1-deuterio-3-dodecyne in 67% yield Primary propargyl bromide and gem-dizinc would give a homopropargyl zinc compound.