Rhodium(II) (S)-N-(arylsulfonyl)prolinate catalyzed asymmetric insertions of vinyl- and phenylcarbenoids into the Si-H bond

Tetrahedron Letters

Volumn 38, Issue 10, 1997, Pages 1741-1744

  Davies, Huw M L ^a   Hansen, Tore ^a   Rutberg, James ^b   Bruzinski, Paul R ^a  

^a UNIVERSITY AT BUFFALO   (United States)

^b WAKE FOREST UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

SILANE DERIVATIVE;

ARTICLE; CATALYSIS; DECOMPOSITION; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOISOMERISM;

EID: 0031562398     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00205-0     Document Type: Article

References (17)

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2. (b) Masse, C. E.; Panek, J. S. Chem. Rev. 1995, 95, 1293.
3. (c) Panek, J. S. In Comprehensive Organic Synthesis, Trost, B. M. Ed., Pergamon Press: Oxford, New York, 1991; Vol. 5, pp 580-628.
4. 2. For earlier examples of rhodium carbenoid insertions into Si-H bonds, see: (a) Bagheri, V. B.; Doyle, M. P.; Taunton, J.; Claxton, E. E. J. Org. Chem. 1988, 53, 6158.
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12. (c) Davies, H. M. L.; Bruzinski, P. R.; Lake, D. H.; Kong, N.; Fall, M. J. J. Am. Chem. Soc. 1996, 118, 6897.
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15. (b) Doyle, M. P.; Zhou, Q. -L.; Charnsangavej, C.; Longoria, M. A.; McKervey, M. A.; Garcia, C. F. Tetrahedron Lett. 1996, 37, 4129.
16. 7. Davies, H. M. L.; Huby, N. J. S.; Cantrell, W. R.; Jr., Olive, J. L. J. Am. Chem. Soc. 1993, 115, 9468.
17. 4 as catalyst (up to 72% ee), see: Bulugahapitiya, P.; Landais, Y.; Parra-Rapado, L.; Planchenault, D.; Weber, V. J. Org. Chem. 1997, in press.