Reactions of diazo esters with electron-deficient alkenes in the presence of Lewis acids

Russian Chemical Bulletin

Volumn 59, Issue 5, 2010, Pages 984-990

  Novikov, R A ^a   Platonov, D N ^a   Dokichev, V A ^b   Tomilov, Yu V ^a   Nefedov, O M ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^b INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

1,3 dipolar cycloaddition; catalysis; diazo esters; lewis acids; N H insertion; pyrazolines

Indexed keywords

EID: 78650080780     PISSN: 10665285     EISSN: 15739171     Source Type: Journal    
DOI: 10.1007/s11172-010-0194-0     Document Type: Article

References (15)

1. M. Regitz, H. Heydt, 1,3-Dipolar Cycloaddition Chemistry, Ed. A. Padwa, Wiley Interscience, New York, 1984, v. 1, p. 393.
2. G. Mass, in Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry toward Heterocycles and Natural Products, Eds A. Padwa and W. H. Pearson, Wiley and Sons, Hoboken, New York, 2003, Ch. 8, p. 539.
3. T. Kano T. Hashimoto K. Maruoka 2006 J. Am. Chem. Soc. 128 2174 1:CAS:528:DC%2BD28XoslKmtw%3D%3D 10.1021/ja056851u
4. M. P. Doyle M. R. Colsman R. L. Dorow 1983 J. Heterocyclic Chem. 20 943 1:CAS:528:DyaL3sXmtFantrY%3D 10.1002/jhet.5570200418
5. M. P. Doyle R. L. Dorow W. H. Tamblyn 1982 J. Org. Chem. 47 4059 1:CAS:528:DyaL38XmtFGitL0%3D 10.1021/jo00142a013
6. M. Yamauchi M. Yajima 2001 Chem. Farm. Bull. 49 1638 1:CAS:528: DC%2BD3MXosl2rtrw%3D 10.1248/cpb.49.1638 (Pubitemid 33126596)
7. S. Kanemasa T. Kanai 2000 J. Am. Chem. Soc. 122 10710 1:CAS:528:DC%2BD3cXnt1Slu78%3D 10.1021/ja002670a
8. Nah Jiang, Chao-Jun Li, Chem. Commun., 2004, 394.
9. D. Seyferth 1955 Chem. Rev. 55 1155 1:CAS:528:DyaG28XitlOqsA%3D%3D 10.1021/cr50006a002
10. V. A. Gorpinchenko E. A. Yatsynich D. V. Petrov L. T. Karachurina R. Yu. Khisamutdinova N. Zh. BAschenko V. A. Dokichev Yu. V. Tomilov M. S. Yunusov O. M. Nefedov 2005 Khim. Pharm. Zh. 39 89 [Pharm. Chem. J. (Engl. Transl.), 2005, 39]
11. N. E. Searle, Organic Synthesis, Ed. N. Rabjohn, Wiley and Sons, New York, 1963, Coll.vol. 4, p. 424.
12. M. B. Sohn, M. Jones, J. E. Hendrick, M. E. Hendrick, R. R. Rando, W. von E. Doering, Tetrahedron Lett., 1972, 53.
13. B. W. Peace, F. Carman, D. S. Wulfman, Synthesis, 1971, 658.
14. V. Brey 1968 Can. J. Chem. 46 810 1:CAS:528:DyaF1cXpsFWqsQ%3D%3D 10.1139/v68-139
15. T. Saegusa K. Yonezawa I. Murase T. Konoike S. Tomita U. Ito 1973 J. Org. Chem. 38 2319 1:CAS:528:DyaE3sXksVajsrk%3D 10.1021/jo00953a011