ortho-silylation of 2,2 '-bis(oxazolinyl)-1,1 '-bis(diphenylphosphino)ferrocenes and remarkable effect of the silyl groups on the enantio selectivity in Pd-catalyzed asymmetric allylic alkylation
SCIE
SCOPUS
- Title
- ortho-silylation of 2,2 '-bis(oxazolinyl)-1,1 '-bis(diphenylphosphino)ferrocenes and remarkable effect of the silyl groups on the enantio selectivity in Pd-catalyzed asymmetric allylic alkylation
- Authors
- Lee, S; Koh, JH; Park, J
- Date Issued
- 2001-12-03
- Publisher
- ELSEVIER SCIENCE SA
- Abstract
- ortho-Silylation of chiral 2,2'-bis(oxazolinyl)-1,1'-bis(diphenylphosphino)ferrocenes (1) provided monosilylated derivatives, which were employed as chiral ligands in the Pd-catalyzed asymmetric allylic alkylation of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate. The major product has (S)-configuration in the reactions employing three diastereomers 1 and the monosilylated ligand derived from the (S,S,S-P,S-P)-diastereomer (up to 99% ee). In sharp contrast, the enantioselectivity was reversed to give (R)-product in the reactions with the ligands derived from the (S,S,R-P,R-P)-diastereomer (up to 96% ee). (C) 2001 Elsevier Science B.V. All rights reserved.
- Keywords
- catalysis; palladium; ferrocene; silylation; enantioselectivity; CHIRAL 1,1' -BIS(OXAZOLINYL)FERROCENES; LIGANDS; LITHIATION; OXAZOLINYLFERROCENES; ENANTIOSELECTIVITY; SUBSTITUTION; COMPLEXES; BACKBONE
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/19281
- DOI
- 10.1016/S0022-328X(01)00877-4
- ISSN
- 0022-328X
- Article Type
- Article
- Citation
- JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol. 637, page. 99 - 106, 2001-12-03
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