Rhodium catalysed asymmetric hydrosilylation of ketones using phosphorus-containing oxazoline ligands

Tetrahedron Asymmetry

Volumn 7, Issue 6, 1996, Pages 1597-1598

  Newman, Louise M ^a   Williams, Jonathan M J ^a   McCague, Raymond ^b   Potter, Gerard A ^b  

^a LOUGHBOROUGH UNIVERSITY   (United Kingdom)

^b Chiroscience Ltd   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE; OXAZOLINE DERIVATIVE; PHOSPHORUS; RHODIUM;

ARTICLE; BINDING AFFINITY; CATALYSIS; DIASTEREOISOMER; ENANTIOMER; HYDROXYLATION; LIGAND BINDING; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0029944011     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00191-7     Document Type: Article

References (14)

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2. H. Brunner, U. Obermann, Chem. Ber. 1989, 122, 499. H. Nishiyama, H. Sakaguchi, T. Nakamura, M. Horihata, M. Kondo and K. Itoh, Organometallics 1989, 8, 846. G. Balavoine, J. C. Clinet and I. Lellouche,Tetrahedron Lett. 1989, 30, 514. G. Helmchen, A. Krotz, K-T. Ganz and D. Hansen, Synlett 1991, 257. For a review, see; H. Brunner, H. Nishiyama and K. Itoh in "Catalytic Asymmetric Synthesis, ed. I. Ojima, VCH, 1993.
3. H. Brunner, U. Obermann, Chem. Ber. 1989, 122, 499. H. Nishiyama, H. Sakaguchi, T. Nakamura, M. Horihata, M. Kondo and K. Itoh, Organometallics 1989, 8, 846. G. Balavoine, J. C. Clinet and I. Lellouche,Tetrahedron Lett. 1989, 30, 514. G. Helmchen, A. Krotz, K-T. Ganz and D. Hansen, Synlett 1991, 257. For a review, see; H. Brunner, H. Nishiyama and K. Itoh in "Catalytic Asymmetric Synthesis, ed. I. Ojima, VCH, 1993.
4. H. Brunner, U. Obermann, Chem. Ber. 1989, 122, 499. H. Nishiyama, H. Sakaguchi, T. Nakamura, M. Horihata, M. Kondo and K. Itoh, Organometallics 1989, 8, 846. G. Balavoine, J. C. Clinet and I. Lellouche,Tetrahedron Lett. 1989, 30, 514. G. Helmchen, A. Krotz, K-T. Ganz and D. Hansen, Synlett 1991, 257. For a review, see; H. Brunner, H. Nishiyama and K. Itoh in "Catalytic Asymmetric Synthesis, ed. I. Ojima, VCH, 1993.
5. H. Brunner, U. Obermann, Chem. Ber. 1989, 122, 499. H. Nishiyama, H. Sakaguchi, T. Nakamura, M. Horihata, M. Kondo and K. Itoh, Organometallics 1989, 8, 846. G. Balavoine, J. C. Clinet and I. Lellouche,Tetrahedron Lett. 1989, 30, 514. G. Helmchen, A. Krotz, K-T. Ganz and D. Hansen, Synlett 1991, 257. For a review, see; H. Brunner, H. Nishiyama and K. Itoh in "Catalytic Asymmetric Synthesis, ed. I. Ojima, VCH, 1993.
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7. G. J. Dawson, C. G. Frost, C. J. Martin, J. M. J. Williams and S. J. Coote, Tetrahedron Lett., 1993, 34, 7793. C. G. Frost and J. M. J. Williams, Synlett, 1994, 551. J. V. Allen, S. J. Coote, G. J. Dawson, C. G. Frost, C. J. Martin and J. M. J. Williams, J. Chem. Soc., Perkin Trans 1, 1994, 2065.
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11. Very recently, enantiomerically pure P,N ligands based on a ferrocenyl framework have been reported for rhodium catalysed asymmetric hydrosilylation reactions. T. Hayashi, C. Hayashi and Y. Uozumi, Tetrahedron: Asymmetry, 1995, 6, 2503.
12. In early screening experiments the t-butyl-substituted ligand afforded lower enantioselectivity than the i-propyl ligand 1a employed here.
13. 4, according to: T. Matsuda and J. K. Stille, J. Am. Chem. Soc., 1978, 100, 268.
14. 4, according to: T. Matsuda and J. K. Stille, J. Am. Chem. Soc., 1978, 100, 268.