D. Basa6aiah, N. Kumaragurubaran / Tetrahedron Letters 42 (2001) 477–479
479
(1)
boxylate (Etomoxir) (2), important hypoglycemic
A. Chem. Commun. 1999, 2311–2312. (e) Chamakh, A.;
Amri, H. Tetrahedron Lett. 1998, 39, 375–378. (f) Barrett,
A. G. M.; Cook, A. S.; Kamimura, A. Chem. Commun.
1998, 2533–2534.
agents (Eq. (1)).16
In conclusion, this methodology describes a convenient
and general synthesis of 2-methylenealkanoates and
alkanenitriles in environment friendly aqueous media,
thus demonstrating the synthetic potential of Baylis–
Hillman adducts.
6. (a) Basavaiah, D.; Gowriswari, V. V. L.; Sarma, P. K. S.;
Dharmarao, P. Tetrahedron Lett. 1990, 31, 1621–1624. (b)
Basavaiah, D.; Sarma, P. K. S.; Bhavani, A. K. D. J. Chem.
Soc., Chem. Commun. 1994, 1091–1092. (c) Basavaiah, D.;
Krishnamacharyulu, M.; Suguna Hyma, R.; Sarma, P. K.
S.; Kumaragurubaran, N. J. Org. Chem. 1999, 64, 1197–
1200.
Acknowledgements
7. (a) Basavaiah, D.; Rama Krishna, P. Pure & Appl. Chem.
1992, 64, 1067–1072. (b) Basavaiah, D.; Kumaragu-
rubaran, N.; Padmaja, K. Synlett 1999, 1630–1632.
8. Hoffmann, H. M. R.; Rabe, J. J. Org. Chem. 1985, 50,
3849–3859.
We thank CSIR (New Delhi) for funding this project.
We also thank the UGC (New Delhi) for the Special
Assistance Program in Organic Chemistry in the School
of Chemistry, University of Hyderabad, Hyderabad.
9. Corey, E. J.; Kirst, H. A.; Katzenellenbogen, J. A. J. Am.
Chem. Soc. 1970, 92, 6314–6319.
NK thanks UGC (New Delhi) for
fellowship.
a research
10. (2Z)-2-(Bromomethyl)alk-2-enoates and 2-(bromomethyl)-
alk-2-enenitriles were prepared according to the literature
procedure.17 2-(Bromomethyl)alk-2-enenitriles were ob-
tained as mixtures of (E)- and (Z)-isomers which as such
were used for reactions.
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