Reaction of substituted alkynols with alkoxycarbene complexes of chromium: a facile synthesis of substituted α,β-unsaturated-γ-butyrolactones

Tetrahedron Letters

Volumn 50, Issue 35, 2009, Pages 5001-5004

  Sen, Subhabrata ^a   Borate, Kailaskumar ^b   Kulkarni, Parag ^b   Pai, Nandini R ^b  

^a BASF India Limited   (India)

^b D G RUPAREL COLLEGE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

BUTYROLACTONE; CARBENE; CARBENOID; CHROMIUM;

ARTICLE; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; ONE POT SYNTHESIS;

EID: 67650254585     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.06.076     Document Type: Article

References (34)

1. Sibi M.P., Liu P., Ji J., Hajra S., and Chen J.-X. J. Org. Chem. 67 (2002) 1738
2. Eich E., Pommier Y., Pertz H., Kaloga M., Schluz J., Fersen M.R., and Mazumdar A. J. Med. Chem. 39 (1996) 86
3. Vlietnick A.J., DeBruyne T., Apers S., and Pieters L.A. Planta Med. 64 (1998) 97
4. Cho J.Y., Kim A.R., Yoo E.S., Balik K.U., and Park M.H. J. Phar. Pharmacol. 51 (1999) 1267
5. Rupprecht J.K., Chang C.J., Cassady M.J., and McLaughlin J.L. Heterocyclic 24 (1986) 1197
6. Lewis M.A., Arnason J.T., Philongene B.J.R., Rupprecht J.K., and Mclaughlin J.L. Pesticide Biochem. Physiol. 45 (1993) 15
7. Zhao G.X., Miesbauer L.R., Smith D.L., and McLaughlin J.L. J. Med. Chem. 37 (1994) 1971
8. Hui Y.H., Rupprecht J.K., Liu Y.M., Anderson J.E., Smith D.L., Chang C.-J., and McLaughlin J.L. Nat. Prod. 52 (1989) 463
9. Li X.H., Hui Y.H., Rupprecht J.K., Liu Y.M., Wood K.V., Smith D.L., Chang C.J., and MacLaughlin J.L. J. Nat. Prod. 53 (1990) 81
10. Rieser M.J., Hui Y.H., Rupprecht J.K., Kozlowski J.F., Wood K.V., McLaughlin J.L., Hanson P.R., Zhuang S., and Hoye T.R. J. Am. Chem. Soc. 114 (1992) 10203
11. Rao Y.S. Chem. Rev. 76 (1976) 625-694
12. Marshall J.A., Wolf M.A., and Wallace E.M. J. Org. Chem. 62 (1997) 367-371
13. Hollingworth G., Richecoeur A.M.E., and Sweeney J. J. Chem. Soc., Perkin Trans. 1 (1996) 2833-2836
14. Yu W.-Y., and Alper H. J. Org. Chem. 62 (1997) 5684-5687
15. Lattman E., and Hoffmann N.M.R. Synthesis (1996) 155-163
16. Negishi E., and Kotora M. Tetrahedron 53 (1997) 6707-6738
17. Kotora M., and Negishi E. Synthesis (1997) 121-129
18. Winterfeldt E., and Dillinger H.-J. Chem. Ber. 99 (1966) 1558-1568
19. Nozaki K., Sato N., Ideda K., and Takaya H. J. Org. Chem. 61 (1996) 4516-4519
20. Casiraghi G., and Rassu G. Synthesis (1995) 607-626
21. Casiraghi G., Zanardi F., Rassu G., and Spanu P. Chem. Rev 95 (1995) 1677-1716
22. Rassu G., Zanardi F., Battistini L., and Casiraghi G. Synlett (1999) 1333-1350
23. Casiraghi G., and Zanardi F. Chem. Rev. 100 (2000) 1929-1972
24. Li Y.-J., Lee P.-T., yang C.-M., Chang Y.-K., Wang Y.-C., and Liu Y.-H. Tetrahedron Lett. 45 (2004) 1865-1868
25. Balaban A.T., Tudose A., and Caproiu M.T. Tetrahedron 59 (2003) 3291-3295
26. Sil D., Sharon A., Maulik P.R., and Ram V.J. Tetrahedron Lett. (2004) 6273-6276
27. Caldwell J.J., Kerr W.J., and McKendry S. Tetrahedron Lett. 40 (1999) 3485-3486
28. Good G.M., Kemp M.I., and Kerr W.J. Tetrahedron Lett. 41 (2000) 9323-9326
29. Shibashi T., Bochifuji N., and Mori M. Tetrahedron Lett. 37 (1996) 6165-6168
30. Hoye T.R., Chen K., and Vyvyan J.R. Organometallics 12 (1993) 2806-2809
31. Hegedus L.S., McGuire M.A., and Schultze L.M. Org. Synth. 8 (1993) 216
32. Feuerstein M., Doucet H., and Santelli M. Tetrahedron Lett. 45 (2004) 1603-1606
33. Rouessac J.H.E.F. Tetrahedron Lett. 50 (1976) 4651-4654
34. Torrent M., Duran M., and Solà M. J. Am Chem. Soc. 121 (1999) 1309-1316