The direct catalytic asymmetric aldol reaction using rare earth-based heterobi- and heteropolymetallic BINOL complexes

Chemtracts

Volumn 13, Issue 1, 2000, Pages 14-19

  Chan, Philip W H ^a   Yamamoto, Yoshinori ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; KETONE DERIVATIVE; LANTHANIDE; LITHIUM; METAL COMPLEX;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL BOND; CHEMICAL REACTION; COMPLEX FORMATION; REACTION ANALYSIS; STEREOCHEMISTRY; STOICHIOMETRY;

EID: 12944255902     PISSN: 14319268     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (11)

1. For some reviews, see (a) Kim, B.M., Williams, S.F., Masamune, S. In: Comprehensive Organic Synthesis, Trost, B.M., Fleming, L, eds., Pergamon Press: Oxford, 1991, vol. 2 (Heathcock, C.H., ed.), chap. 1.7, p. 239
2. (b) Heathcock, C.H. In: Asymmetric Synthesis, Morrison, J.D., ed., Academic Press: New York, 1984, vol. 3, part B, p 111.
3. (a) Fessner, W.-D., Schneider, A., Held, H., Sinerius, G., Walter, C., Hixon, M., Schloss, J.V. Angew. Chem. Int. Ed. Engl. 1996, 35, 2219 and references therein.
4. For catalytic asymmetric aldol reactions using catalytic antibodies, see (b) Zhong, G., Shabat, D., List, B., Anderson, J., Sinha, S.C., Lerner, R.A., Barbas, C.F. III. Angew. Chem. Int. Ed. Engl. 1998, 37, 2481 and references therein.
5. Some work in this area has been previously undertaken but recorded only one example and with no reported ee of the corresponding product. See: Nakagawa, M., Nakao, H., Watanabe, K.-I., Chem. Lett. 1985, 397.
6. For some reviews, see (a) Shibasaki, M., Sasai, H., Arai, T. Angew. Chem. Int. Ed. Engl. 1997, 36, 1236
7. (b) Steinhagen, H., Helmchen, G. Angew. Chem. Int. Ed. Engl. 1996, 55, 2339.
8. (a) Sasai, H., Arai, S., Tahara, Shibasaki, M. J. Org. Chem. 1995, 60, 6656
9. (b) Gröger, H., Saida, Y., Sasai, H., Yamaguchi, K., Martens, J., Shibasaki, M. J. Am. Chem. Soc. 1998, 120, 3089.
10. Arai, T., Yamada, Y.M.A., Yamamoto, N., Sasai, H., Shibasaki, M. Chem. Eur J. 1996, 2, 1368.
11. Imamoto, T. In: Lanthanides in Organic Synthesis, Katritzky, A.R., Meth-Cohn, O., Rees, C.W., eds., Academic Press: San Diego, 1994.