A Practical Method for the Large-Scale Preparation of [N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminato(2-)]manganese(III) Chloride, a Highly Enantioselective Epoxidation Catalyst

Journal of Organic Chemistry

Volumn 59, Issue 7, 1994, Pages 1939-1942

  Larrow, Jay F ^a   Jacobsen, Eric N ^a   Gao, Yun ^b   Hong, Yaping ^b   Nie, Xiaoyi ^b   Zepp, Charles M ^b  

^a HARVARD UNIVERSITY   (United States)

^b SUNOVION PHARMACEUTICALS INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33750368763     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00086a062     Document Type: Note

References (25)

1. Catalytic Asymmetric Synthesis; Ojima, I., Ed.; VCH: New York, 1993.
2. Nugent, W. A.; RajanBabu, T. V.; Burk, M. J. Science 1993, 259, 479.
3. Jacobsen, E. N.; Zhang, W.; Muci, A. R.; Ecker, J. R.; Deng, L. J. Am. Chem. Soc. 1991, 113, 7063.
4. Lee, N. H.; Muci, A. R.; Jacobsen, E. N. Tetrahedron Lett. 1991, 32, 5055.
5. Lee, N. H.; Jacobsen, E. N. Tetrahedron Lett. 1991, 32, 6533.
6. Deng, L.; Jacobsen, E. N. J. Org. Chem. 1992, 57, 4320.
7. Chang, S.; Lee, N. H.; Jacobsen, E. N. J. Org. Chem. 1993, 58, 6939.
8. Jacobsen, E.N.; Deng, L.; Furukawa, Y.; Martínez, L. E. Tetrahedron, in press.
9. Zhang, W.; Loebach, J. L.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1990, 112, 2801.
10. Zhang, W.; Jacobsen, E. N. J. Org. Chem. 1991, 56, 2296.
11. Duff, J. C.; Bills, E. J. J. Chem. Soc. 1934, 1305.
12. Casiraghi, G.; Casnati, G.; Puglia, G.; Sartori, G.; Terenghi, G. J. Chem. Soc., Perkin Trans. 1 1980, 1862.
13. Reimer, K. Ber. 1876, 9, 423.
14. Reimer, K.; Tiemann, F. Ber. 1876, 9, 824.
15. Reimer, K.; Tiemann, F. Ber. 1876, 9, 1268.
16. Reimer, K.; Tiemann, F. Ber. 1876, 9, 1285.
17. Ferguson, L. N. Chem. Rev. 1946, 38, 227.
18. Fieser, M.; Fieser, L. F. Reagents for Organic Synthesis; Wiley: New York, 1974; Vol. 4, p. 243.
19. Gasbøl, F.; Steenbøl, P.; Sørensen, B. S. Acta Chem. Scand. 1972, 26, 3605.
20. Smith, W. E. J. Org. Chem. 1972, 37, 3972.
21. Claus, P.; Schilling, P.; Gratzl, J. S.; Kratzl, K. Monatsch. Chem. 1972, 103, 1178.
22. Zhang, W. Ph D. Dissertation, University of Illinois at Urbana—Champaign, 1991.
23. Komissarova, N. L.; Belostotskaya, I. S.; Shubina, O. V.; Ershov, V. V.; Voznesenskii, V. N.; Chervin, I. I. Bull. Acad. Sci., U.S.S.R. Chem. Sci. (Eng. Transl.) 1988, 88, 1966.
24. Komissarova, N. L.; Belostotskaya, I. S.; Shubina, O. V.; Ershov, V. V.; Voznesenskii, V. N.; Chervin, I. I. Izv. Akad. Nauk. SSSR, Ser. Khim. 1988, 9, 2186.
25. Furniss, B. S.; Hannaford, A. J.; Smith, P. W. G.; Tatchell, A.R. Vogel's Textbook of Practical Organic Chemistry, 5th Ed.·, Longman Scientific and Technical: London, 1989; pp 980-1.