Synthesis of symmetrical 1,3-diynes via homocoupling reaction of n-butyl alkynyltellurides
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Acknowledgments
The authors are indebted to CNPq (300613/2007-5) and FAPESP (07/59404-2 and 07/51466-9) for financial support.
References and notes (32)
Organocopper Reagents: A Practical Approach
(1994)- et al.
Tetrahedron
(2005)et al.Synthesis
(1997)et al.Acc. Chem. Res.
(2003)et al.Tellurium in Organic Chemistry
(2007) - et al.
J. Organomet. Chem.
(1996)et al.J. Organomet. Chem.
(1996)et al.J. Organomet. Chem.
(1992) - et al.
Acetylene Chemistry: Chemistry, Biology, and Material Science
(2005)Chem. Rev.
(2000)Acc. Chem. Res.
(2000)et al.Angew. Chem., Int. Ed.
(1999)Chem. Rev.
(1996)et al.Modern Acetylene Chemistry
(1995) J. Org. Chem.
(1962)et al.Org. Synth.
(1987)et al.J. Am. Chem. Soc.
(1990)et al.J. Am. Chem. Soc.
(1997)et al.Angew. Chem., Int. Ed.
(2000)- et al.
Molecules
(2008)et al.Org. Lett.
(2008)et al.J. Nat. Prod.
(2006)et al.J. Chem. Soc., Chem. Commun.
(1983)et al.J. Am. Chem. Soc.
(1984)et al.Tetrahedron Lett.
(1987)et al.J. Chem. Soc., Perkin Trans. 1
(1991)et al.Tetrahedron Lett.
(1993) Angew. Chem., Int. Ed. Engl.
(1987)- et al.
J. Chem. Soc., Chem. Commun.
(1987)et al.Science
(1989)et al.Chem. Rev.
(1994)et al.J. Am. Chem. Soc.
(1994)et al.J. Am. Chem. Soc.
(1997)et al.J. Am. Chem. Soc.
(1997) - et al.
J. Chem. Soc
Tetrahedron Lett.
Tetrahedron Lett.
Tetrahedron Lett.
Tetrahedron
J. Org. Chem.
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