Novel diamino and diimino thioethers - Chiral tridentate ligands for asymmetric Michael reactions

European Journal of Organic Chemistry

Volumn , Issue 6, 1999, Pages 1475-1479

  Christoffers, Jens ^a   Mann, Alexander ^a  

^a TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

Author keywords

Amino alcohols; Asymmetric catalysis; Chirality; Michael additions; Tridentate ligands

Indexed keywords

DIAMINO ACID; IMINO ACID; SULFIDE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHIRALITY; ENANTIOMER; REACTION ANALYSIS; SYNTHESIS;

EID: 0032771361     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-0690(199906)1999:6<1475::AID-EJOC1475>3.0.CO;2-R     Document Type: Article

References (19)

1. Review: J. Christoffers, Eur. J. Org. Chem. 1998, 1259-1266.
2. K. Yamada, T. Arai, H. Sasai, M. Shibasaki, J. Org. Chem. 1998, 63, 3666-3672.
3. [2b] Review: M. Shibasaki, H. Sasai, T. Arai, Angew. Chem. 1997, 109, 1290-1311; Angew. Chem. Int. Ed. Engl. 1997, 36, 1236-1256.
4. [2b] Review: M. Shibasaki, H. Sasai, T. Arai, Angew. Chem. 1997, 109, 1290-1311; Angew. Chem. Int. Ed. Engl. 1997, 36, 1236-1256.
5. [3a] H. Brunner, B. Hammer, Angew. Chem. 1984, 96, 305-306; Angew. Chem. Int. Ed. Engl. 1984, 23, 312-313.
6. [3a] H. Brunner, B. Hammer, Angew. Chem. 1984, 96, 305-306; Angew. Chem. Int. Ed. Engl. 1984, 23, 312-313.
7. [3b] M. Sawamura, H. Hamashima, Y. Ito, Tetrahedron: Asymmetry 1991, 2, 593-596.
8. [3c] M. Sawamura, H. Hamashima, Y. Ito, J. Am. Chem. Soc. 1992, 114, 8295-8296.
9. [3d] N. End, L. Macko, M. Zehnder, A. Pfaltz, Chem. Eur. J. 1998, 4, 818-824.
10. [3e] Review: J. Leonard, E. Diez-Barra, S. Merino, Eur. J. Org. Chem. 1998, 2051-2061.
11. [4a] J. Christoffers, Liebigs Ann. 1997, 1353-1358.
12. [4b] J. Christoffers, U. Rößler, Tetrahedron: Asymmetry 1998, 9, 2349-2357.
13. D. Braghiroli, M. Di Bella, Tetrahedron: Asymmetry 1996, 7, 2145-2150.
14. P. Ermert, J. Meyer, C. Stucki, J. Schneebeli, J.-P. Obrecht, Tetrahedron Lett. 1988, 29, 1265-1268.
15. K. Hiroi, M. Haraguchi, Y. Masuda, J. Abe, Chem. Lett. 1992, 2409-2412.
16. Review: R. W. Layer, Chem. Rev. 1963, 63, 489-510.
17. The asymmetric synthesis of 6 was reported twice before: [9a] H. Wynberg, R. Helder, Tetrahedron Lett. 1975, 4057-4060.
18. [9b] H. Sasai, E. Emori, T. Arai, M. Shibasaki, Tetrahedron Lett. 1996, 37, 5561-5564.
19. For full spectral data of 6 see: J. Christoffers, J. Chem. Soc., Perkin Trans. 1 1997, 3141-3149.