키랄 페로센을 포함한 포스포아미다이트 리간드의 합성과 올레핀의 비대칭 수소화 규소 첨가반응
- Title
- 키랄 페로센을 포함한 포스포아미다이트 리간드의 합성과 올레핀의 비대칭 수소화 규소 첨가반응
- Other Titles
- Synthesis of chiral phosphoramidite ligands containing ferrocenyl moiety and their application to palladium catalyzed asymmetric hydrosilylation of olefins
- Author
- 김민영
- Alternative Author(s)
- Kim, Min Young
- Advisor(s)
- 한진욱
- Issue Date
- 2016-02
- Publisher
- 한양대학교
- Degree
- Master
- Abstract
- Palladium-catalyzed asymmetric hydrosilylation of styrene has become a potent methodology to show their efficiencies of newly-developed chiral monodentate phosphorous ligands.1 A significant improvement for catalytic activity and enantioselectivity in the hydrosilylation of styrenes was achieved by chiral monophosphine (MOP) ligands based on the 2-diphenylphosphino-1,1’-binaphthyl skeleton.2
Herein, we report a palladium-catalyzed asymmetric hydrosilylation of styrene with trichlorosilane using chiral phosphoramidites derived from (S)-3,3’-disubstituted 1,1’-binaphthols and secondary amino ferrocene. Optically active organosilanes were transformed to alcohol by a stereospecific oxidative cleavage of the C-Si bond with retention of configuration.
References
1. (a) Jensen, J. F.; Svendsen, B. Y.; la Cour, T. V.; Pedersen, H. L.; Johannsen, M. J. Am. Chem. Soc. 2002, 124, 4558. (b) Pedersen H. L.; Johannsen, M. Chem. Commun. 1999, 2517. (c) Yamomoto, T.; Suginome, M. Angew. Chem. Int. Ed. 2009, 48, 539.
2. (a) Hayashi, T. Acta Chem. Scand. 1996, 50, 259. (b) Shimada, T.; Mukaide, K.; Shinohara, A.; Han, J. W.; Hayashi, T. J. Am. Chem. Soc. 2002, 124, 1584.
- URI
- https://repository.hanyang.ac.kr/handle/20.500.11754/126584http://hanyang.dcollection.net/common/orgView/200000428916
- Appears in Collections:
- GRADUATE SCHOOL[S](대학원) > CHEMISTRY(화학과) > Theses (Master)
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