Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/154139
Title: Catalytic access to ferrocenyl phosphines bearing both planar and central chirality – A kinetic resolution approach via catalytic asymmetric P(III)–C bond formation
Authors: Abdul Sadeer
Kojima, Tadayuki
Ng, Jia Sheng
Gan, Kennard Jun Hao
Chew, Renta Jonathan
Li, Yongxin
Pullarkat, Sumod Appukuttan
Keywords: Science::Chemistry
Issue Date: 2020
Source: Abdul Sadeer, Kojima, T., Ng, J. S., Gan, K. J. H., Chew, R. J., Li, Y. & Pullarkat, S. A. (2020). Catalytic access to ferrocenyl phosphines bearing both planar and central chirality – A kinetic resolution approach via catalytic asymmetric P(III)–C bond formation. Tetrahedron, 76(25), 131259-. https://dx.doi.org/10.1016/j.tet.2020.131259
Project: 2017-T1-001-175-02
Journal: Tetrahedron
Abstract: A series of enantioenriched ferrocenyl monophosphines imbued with both central and planar chirality were obtained catalytically (80–99% ee) via the kinetic resolution of 1,2-disubstituted planar chiral ferrocenyl enone racemates. The synthetic approach utilized a chiral palladacycle to facilitate the asymmetric hydrophosphination (AHP) as a means to achieve high stereoselectivity. The enantioenriched ferrocenylphosphine products could be protected and further recrystallized to obtain ees up to 99%. The modularity of the phosphine framework obtained was demonstrated via derivatization of its functional handles via a simple nucleophilic substitution to yield optically pure bisphosphines.
URI: https://hdl.handle.net/10356/154139
ISSN: 0040-4020
DOI: 10.1016/j.tet.2020.131259
Rights: © 2020 Elsevier Ltd. All rights reserved.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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