Asymmetric olefination of metallic arene or diene complexes to form planar chiral complexes

Tetrahedron Letters

Volumn 40, Issue 36, 1999, Pages 6599-6602

  Tanaka, Kiyoshi ^a   Watanabe, Toshiyuki ^b   Shimamoto, Ken yu ^a   Sahakitpichan, Poolsak ^b   Fuji, Kaoru ^b  

^a UNIVERSITY OF SHIZUOKA   (Japan)

^b KYOTO UNIVERSITY   (Japan)

Author keywords

Asymmetric reaction; Kinetic resolution; Olefination

Indexed keywords

ALDEHYDE; ALKADIENE; CHROMIUM DERIVATIVE; IRON COMPLEX; PHOSPHONOACETIC ACID; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; CHEMICAL MODIFICATION; CHIRALITY; COMPLEX FORMATION; CRYSTAL STRUCTURE; ENANTIOMER; MOLECULAR MODEL; RACEMIC MIXTURE; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0033520274     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01288-5     Document Type: Article

References (21)

1. (a) Tanaka, K.; Ohta, Y; Fuji, K.; Taga, T. Tetrahedron Lett. 1993, 34, 4071.
2. (b) Tanaka, K.; Watanabe, T.; Ohta, Y.; Fuji, K. Tetrahedron Lett. 1997, 38, 8943.
3. (c) Tanaka, K.; Otsubo, K.; Fuji, K. Tetrahedron Lett. 1996, 37, 3735.
4. Rein, T.; Reiser, O. Acta Chem. Scand. 1996, 50, 369. Tullis, J. S.; Vares, L.; Kann, N.; Norrby, P.-O.; Rein, T. J. Org. Chem. 1998, 63, 8284. Tanaka, K.; Fuji, K. J. Synth. Org. Chem. Jpn. 1998, 56, 521.
5. Rein, T.; Reiser, O. Acta Chem. Scand. 1996, 50, 369. Tullis, J. S.; Vares, L.; Kann, N.; Norrby, P.-O.; Rein, T. J. Org. Chem. 1998, 63, 8284. Tanaka, K.; Fuji, K. J. Synth. Org. Chem. Jpn. 1998, 56, 521.
6. Rein, T.; Reiser, O. Acta Chem. Scand. 1996, 50, 369. Tullis, J. S.; Vares, L.; Kann, N.; Norrby, P.-O.; Rein, T. J. Org. Chem. 1998, 63, 8284. Tanaka, K.; Fuji, K. J. Synth. Org. Chem. Jpn. 1998, 56, 521.
7. Brands, M.; Goddard, R.; Wey, H. G.; Butenshön, H. Angew. Chem., Int. Ed. Engl. 1993, 32, 267.
8. 1a
9. 12
10. Takemoto, Y.; Baba, Y.; Noguchi, I.; Iwata, C. Tetrahedron Lett. 1996, 37, 3345. Takemoto, Y. J. Synth. Org. Chem. Jpn.1998, 56, 1069, and references cited therein.
11. Takemoto, Y.; Baba, Y.; Noguchi, I.; Iwata, C. Tetrahedron Lett. 1996, 37, 3345. Takemoto, Y. J. Synth. Org. Chem. Jpn. 1998, 56, 1069, and references cited therein.
12. 7. Whitelock Jr., H. W.; Markezich, R. L. J. Am. Chem. Soc. 1971, 93, 5290. Brands, M.; Wey, H. G.; Bruckmann, J.; Krüger, C.; Butenschön, H. Chem. Eur. J. 1996, 2, 182. Grée, R. Synthesis 1989, 341.
13. Whitelock Jr., H. W.; Markezich, R. L. J. Am. Chem. Soc. 1971, 93, 5290. Brands, M.; Wey, H. G.; Bruckmann, J.; Krüger, C.; Butenschön, H. Chem. Eur. J. 1996, 2, 182. Grée, R. Synthesis 1989, 341.
14. Whitelock Jr., H. W.; Markezich, R. L. J. Am. Chem. Soc. 1971, 93, 5290. Brands, M.; Wey, H. G.; Bruckmann, J.; Krüger, C.; Butenschön, H. Chem. Eur. J. 1996, 2, 182. Grée, R. Synthesis 1989, 341.
15. 12
16. Rein, T.; Kann, N.; Kreuder R.; Gangloff, B.; Reiser, O. Angew. Chem., Int. Ed. Engl. 1994, 33, 556. Kreuder, R.; Rein, T.; Reiser, O. Tetrahedron Lett. 1997, 38, 9035. Yamaguchi, M.; Hirama, M. Chemtracts Org. Chem. 1994, 7, 401, and references cited therein.
17. Rein, T.; Kann, N.; Kreuder R.; Gangloff, B.; Reiser, O. Angew. Chem., Int. Ed. Engl. 1994, 33, 556. Kreuder, R.; Rein, T.; Reiser, O. Tetrahedron Lett. 1997, 38, 9035. Yamaguchi, M.; Hirama, M. Chemtracts Org. Chem. 1994, 7, 401, and references cited therein.
18. Rein, T.; Kann, N.; Kreuder R.; Gangloff, B.; Reiser, O. Angew. Chem., Int. Ed. Engl. 1994, 33, 556. Kreuder, R.; Rein, T.; Reiser, O. Tetrahedron Lett. 1997, 38, 9035. Yamaguchi, M.; Hirama, M. Chemtracts Org. Chem. 1994, 7, 401, and references cited therein.
19. 2Zn as a base for HWE type reaction will appear somewhere, manuscript in preparation.
20. Roush, W. R.; Park, J. C. Tetrahedron Lett. 1990, 31, 4707.
21. Flack, H. D. Acta Crystallogr. 1983, A 37, 734.