Stereoselective synthesis of (Z)-α-haloacrylic acid derivatives, and (Z)-haloallylic alcohols from aldehydes and trihaloesters or amides promoted by Rieke manganese

Organic and Biomolecular Chemistry

Volumn 6, Issue 16, 2008, Pages 2934-2940

  Concellón, José M ^a   Rodríguez Solla, Humberto ^a   Díaz, Pamela ^a  

^a UNIVERSITY OF OVIEDO   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ACIDS; ALDEHYDES; AMIDES; CARBOXYLIC ACIDS; ESTERIFICATION; ESTERS; KETONES; MANGANESE; MANGANESE COMPOUNDS; ORGANIC ACIDS; STEREOCHEMISTRY; STEREOSELECTIVITY;

MORPHOLINE; SEQUENTIAL PROCESSING; STEREO-SELECTIVE SYNTHESIS; UNSATURATED AMIDES; UNSATURATED ESTERS; UNSATURATED KETONES;

ORGANIC COMPOUNDS;

EID: 49149119857     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b803449d     Document Type: Article

References (40)

1. F.-L. Quing X. Zhang Tetrahedron Lett. 2001 42 5029 5032
2. K. Tanaka S. Katsumura Org. Lett. 2000 2 373 375
3. W.-M. Dai J. Wu K. C. Fong M. Y. H. Lee C. W. Lau J. Org. Chem. 1999 64 5062 5082
4. S. M. Zhou Y. L. Yan M. Z. Deng Synlett 1998 198 200
5. T. Rossi F. Bellina C. Bechini L. Mannina P. Vergamini Tetrahedron 1998 54 135 156
6. M.-Y. Chang P.-P. Sun S.-T. Chen N.-C. Chang Tetrahedron Lett. 2003 44 5271 5273
7. S. N. Filigheddu M. Taddei Tetrahedron Lett. 2002 43 3857 3860
8. H. Dollt V. Zabel Aust. J. Chem. 1999 52 259 270
9. A. Kakehi S. Ito J. Org. Chem. 1974 39 1542 1545
10. E. Mironiuk-Puchalska E. Kołaczkowska W. Sas Tetrahedron Lett. 2002 43 8351 8354
11. nd edn, 1999, p. 715
12. C. R. Johnson M. P. Braun J. Am. Chem. Soc. 1993 115 11014 11015
13. C. R. Johnson L. S. Harikrishnan A. Golebiowski Tetrahedron Lett. 1994 35 7735 7738
14. W. Li J. Li Z.-K. Wan J. Wu W. Massefski Org. Lett. 2007 9 4607 4610
15. F. Effenberger G. Zoller Tetrahedron 1988 44 5573 5582
16. Y. Oda S. Matsuo K. Saito Tetrahedron Lett. 1992 33 97 100
17. D. K. Barma A. Kundu H. Zhang C. Mioskowski J. R. Falck J. Am. Chem. Soc. 2003 125 3218 3219
18. J. R. Falck A. Bandyopadhyay D. K. Barma D.-S. Shin A. Kundu R. V. Krishna Kishore Tetrahedron Lett. 2004 45 3039 3042
19. J. R. Falck R. Bejot D. K. Barma A. Bandyopadhyay S. Joseph C. Mioskowski J. Org. Chem. 2006 71 8178 8182
20. J. M. Concellón M. Huerta R. Llavona Tetrahedron Lett. 2004 45 4665 4667
21. J. M. Concellón H. Rodríguez-Solla V. del Amo Synlett 2006 315 317
22. J. M. Concellón H. Rodríguez-Solla P. Díaz R. Llavona J. Org. Chem. 2007 72 4396 4400
23. J. M. Concellón H. Rodríguez-Solla P. Díaz J. Org. Chem. 2007 72 7974 7979
24. J. M. Concellón H. Rodríguez-Solla P. Díaz Org. Biomol. Chem. 2008 6 451 453
25. G. Cahiez A. Martín T. Delacroix Tetrahedron Lett. 1999 40 6407 6410
26. J. M. Concellón H. Rodríguez-Solla E. Bardales M. Huerta Eur. J. Org. Chem. 2003 1775 1778
27. B. E. Maryanoff A. B. Reitz Chem. Rev. 1989 89 863 927
28. R. M. Silverstein, G. C. Bassler, and T. C. Morrill, in Spectrometric Identification of Organic Compounds, John Wiley and Sons, New York, 1991, chapter 4, appendix F, p. 221
29. G. Dessole L. Bernardi B. F. Bonini E. Capitò M. Fochi R. P. Herrera A. Ricci G. Cahiez J. Org. Chem. 2004 69 8525 8528
30. J. Tang H. Shinokubo K. Oshima Tetrahedron 1999 55 1893 1904
31. K. Oshima J. Organomet. Chem. 1999 575 1 20
32. G. Cahiez B. Figadère P. Cléry Tetrahedron Lett. 1994 35 6295 6298
33. 3)
34. R. Martín P. Romea C. Tey F. Urpí J. Vilarrasa Synlett 1997 1414 1416
35. C. Douat A. Heitz J. Martinez J.-A. Fehrentz Tetrahedron Lett. 2000 41 37 40
36. P. G. Gassman P. K. G. Hodgson R. J. Balchunis J. Am. Chem. Soc. 1976 98 1275 1276
37. A. P. Duncan J. L. Leighton Org. Lett. 2004 6 4117 4119
38. R. R. Huddleston M. J. Krische Org. Lett. 2003 5 1143 1146
39. J. Barluenga B. Baragaña A. Alonso J. M. Concellón J. Chem. Soc., Chem. Commun. 1994 969 970
40. S. Nakatsu A. T. Gubaidullin V. A. Mademov S. Tsuboi Tetrahedron 2004 60 2337 2349