A novel P-chirogenic phosphine ligand, (S,S)-1,2-bis-[(ferrocenyl)methylphosphino]ethane: synthesis and use in rhodium-catalyzed asymmetric hydrogenation and palladium-catalyzed asymmetric allylic alkylation
1
Research & Development Division, Nippon Chemical Co., Ltd., 9-11-1, Kameido, Koto-ku, Tokyo 136-8515, Japan
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Publication type: Journal Article
Publication date: 2003-08-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
A new P-chirogenic diphosphine ligand, (S,S)-1,2-bis[(ferrocenyl)methylphosphino]ethane, was prepared via phosphine–borane intermediates. The ligand was used in the rhodium-catalyzed asymmetric hydrogenation of dehydroamino acid derivatives (up to 77% enantioselectivity) and in the palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate (up to 95% enantioselectivity).
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Total citations:
55
Citations from 2024:
3
(5.46%)
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Oohara N., Katagiri K., Imamoto T. A novel P-chirogenic phosphine ligand, (S,S)-1,2-bis-[(ferrocenyl)methylphosphino]ethane: synthesis and use in rhodium-catalyzed asymmetric hydrogenation and palladium-catalyzed asymmetric allylic alkylation // Tetrahedron Asymmetry. 2003. Vol. 14. No. 15. pp. 2171-2175.
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Oohara N., Katagiri K., Imamoto T. A novel P-chirogenic phosphine ligand, (S,S)-1,2-bis-[(ferrocenyl)methylphosphino]ethane: synthesis and use in rhodium-catalyzed asymmetric hydrogenation and palladium-catalyzed asymmetric allylic alkylation // Tetrahedron Asymmetry. 2003. Vol. 14. No. 15. pp. 2171-2175.
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TY - JOUR
DO - 10.1016/S0957-4166(03)00439-7
UR - https://linkinghub.elsevier.com/retrieve/pii/S0957416603004397
TI - A novel P-chirogenic phosphine ligand, (S,S)-1,2-bis-[(ferrocenyl)methylphosphino]ethane: synthesis and use in rhodium-catalyzed asymmetric hydrogenation and palladium-catalyzed asymmetric allylic alkylation
T2 - Tetrahedron Asymmetry
AU - Oohara, Nobuhiko
AU - Katagiri, Kosuke
AU - Imamoto, Tsuneo
PY - 2003
DA - 2003/08/01
PB - Elsevier
SP - 2171-2175
IS - 15
VL - 14
SN - 0957-4166
SN - 1362-511X
ER -
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@article{2003_Oohara,
author = {Nobuhiko Oohara and Kosuke Katagiri and Tsuneo Imamoto},
title = {A novel P-chirogenic phosphine ligand, (S,S)-1,2-bis-[(ferrocenyl)methylphosphino]ethane: synthesis and use in rhodium-catalyzed asymmetric hydrogenation and palladium-catalyzed asymmetric allylic alkylation},
journal = {Tetrahedron Asymmetry},
year = {2003},
volume = {14},
publisher = {Elsevier},
month = {aug},
url = {https://linkinghub.elsevier.com/retrieve/pii/S0957416603004397},
number = {15},
pages = {2171--2175},
doi = {10.1016/S0957-4166(03)00439-7}
}
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MLA
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Oohara, Nobuhiko, et al. “A novel P-chirogenic phosphine ligand, (S,S)-1,2-bis-[(ferrocenyl)methylphosphino]ethane: synthesis and use in rhodium-catalyzed asymmetric hydrogenation and palladium-catalyzed asymmetric allylic alkylation.” Tetrahedron Asymmetry, vol. 14, no. 15, Aug. 2003, pp. 2171-2175. https://linkinghub.elsevier.com/retrieve/pii/S0957416603004397.