The enantioselective intramolecular Morita-Baylis-Hillman reaction catalyzed by amino acid-derived phosphinothiourea

Tetrahedron

Volumn 66, Issue 13, 2010, Pages 2439-2443

  Gong, Jing Jing ^a   Yuan, Kui ^a   Song, Hong Liang ^a   Wu, Xin Yan ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Amino acids; Chiral phosphinothiourea; Enantioselective organocatalysis; Enones; Intramolecular Morita Baylis Hillman reaction

Indexed keywords

AMINO ACID DERIVATIVE; HYDROXYL GROUP; PHOSPHINE DERIVATIVE; THIOUREA DERIVATIVE;

ARTICLE; BAYLIS HILLMAN REACTION; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; ENANTIOSELECTIVITY; MORITA BAYLIS HILLMAN REACTION; PRIORITY JOURNAL; QUANTUM YIELD; REACTION ANALYSIS;

EID: 77349120724     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.01.085     Document Type: Article

References (25)

1. For reviews, see:
2. Drewes S.E., and Roos G.H.P. Tetrahedron 44 (1988) 4653-4670
3. Ciganek E. Org. React. 51 (1997) 201-350
4. Basavaiah D., Rao P.D., and Hyma R.S. Tetrahedron 52 (1996) 8001-8062
5. Langer P. Angew. Chem., Int. Ed. 39 (2000) 3049-3052
6. Basavaiah D., Rao A.J., and Satyanarayana T. Chem. Rev. 103 (2003) 811-891
7. For recent reviews on enantioselective Morita-Baylis-Hillman reaction, see:
8. Basavaiah D., Rao K.V., and Reddy R.J. Chem. Soc. Rev. 36 (2007) 1581-1588
9. Masson G., Housseman C., and Zhu J. Angew. Chem., Int. Ed. 46 (2007) 4614-4628
10. Shi Y.-L., and Shi M. Eur. J. Org. Chem. (2007) 2905-2916
11. Declerck V., Martinez J., and Lamaty F. Chem. Rev. 109 (2009) 1-48
12. Krishna P.R., Sachwani R., and Reddy P.S. Synlett (2008) 2897-2912
13. Ma G.-N., Jiang J.-J., Shi M., and Wei Y. Chem. Commun. (2009) 5496-5514
14. Roth F., Gygax P., and Fráter G. Tetrahedron Lett. 33 (1992) 1045-1048
15. Aroyan C.E., Vasbinder M.M., and Miller S.J. Org. Lett. 7 (2005) 3849-3851
16. Chen S.-H., Hong B.-C., Su C.-F., and Sarshar S. Tetrahedron Lett. 46 (2005) 8899-8903
17. Gong J.-J., Yuan K., and Wu X.-Y. Tetrahedron: Asymmetry 20 (2009) 2117-2120
18. Shi Y.-L., and Shi M. Adv. Synth. Catal. 349 (2007) 2129-2135
19. Yuan K., Zhang L., Song H.-L., Hu Y., and Wu X.-Y. Tetrahedron Lett. 49 (2008) 6262-6264
20. Yuan K., Song H.-L., Hu Y., and Wu X.-Y. Tetrahedron 65 (2009) 8185-8190
21. Ito M., Osaku A., Kobayashi C., Shiibashi A., and Ikariya T. Organometallics 28 (2009) 390-393
22. Benoit D., Coulbeck E., Eames J., and Motevalli M. Tetrahedron: Asymmetry 19 (2008) 1068-1077
23. Mckennon M.J., and Meyers A.I. J. Org. Chem. 58 (1993) 3568-3571
24. Richards E.L., Murphy P.J., Dinon F., Fratucello S., Brown P.M., Gelbrich T., and Hursthouse M.B. Tetrahedron 57 (2001) 7771-7784
25. Seidel F., and Gladysz J.A. Synlett (2007) 986-988