Optically active isonitrile ligand for palladium-catalyzed enantioselective bis-silylation of carbon-carbon double bonds

Tetrahedron Letters

Volumn 38, Issue 4, 1997, Pages 555-558

  Suginome, Michinori ^a   Nakamura, Hiroshi ^a   Ito, Yoshihiko ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ISONITRILE DERIVATIVE; LIGAND; METAL COMPLEX;

ARTICLE; CATALYSIS; CHEMICAL REACTION; ENANTIOMER; STEREOISOMERISM;

EID: 0031012693     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02370-2     Document Type: Article

References (22)

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3. For examples, see: a) Tamao, K.; Kobayashi, K.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 1286-1288;
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16. a) Tamao, K.; Kakui, T.; Akita, M.; Iwahara, T.; Kakutani, R.; Yoshida, J.; Kumada, M. Tetrahedron 1983, 39, 983-990;
17. b) Tamao, K.; Ishida, N.; Tanaka, T.; Kumada, M. Organometallics 1983, 2, 1694-1696.
18. Enantiomeric excess of the diol 5 was determined by an HPLC analysis with a chiral stationary phase column, Dicel Chiralcel OD-H.
19. Hanessian, S.; Ugolini, A.; Dubé, D.; Glamyan, A. Can. J. Chem. 1984, 62, 2146-2147.
20. Eliel, E. L.; Wilen, S. H.; Mander, L. N. Stereochemistry of Organic Compounds; Wiley, New York, 1994, p. 1144.
21. The enantiomeric excess was determined by an HPLC analysis of a diol prepared by the oxidation procedure identical to that used for the preparation of 5.
22. The absolute configuration of 8 was determined by the optical rotation of 1,2-O-isopropylidene-2-methyl-1,2,4-butanetriol. Gill, M.; Smrdel, A. F. Tetrahedron: Asymmetry 1990, 1, 453-464.