Chiral phosphine oxide aziridinyl phosphonate as a Lewis base catalyst for enantioselective allylsilane addition to aldehydes

Date

2015-09-15

Author

Doğan, Özdemir
Tecimer, M. Ali

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A series of chiral Lewis bases, phosphine oxide ferrocenyl aziridinyl methanol 1-4, phosphinyl aziridinyl phosphonates 5 and 6, and phosphine oxide aziridinyl phosphonates 7 and 8 were screened for allylsilane additions to aldehydes. Among the Lewis bases, 8 was found to catalyze the reaction by forming the product in up to 94% yield and with 77% ee.

Subject Keywords

Silicon, Diethylzinc, Trichlorosilane, Sulfoxides, Allyltrichlorosilanes, Aldol Reaction, Aromatic-Aldehydes, N-Oxides, Neutral-Coordinate-organocatalysts, Asymmetric allylation

URI

https://hdl.handle.net/11511/37371

Journal

TETRAHEDRON-ASYMMETRY

DOI

https://doi.org/10.1016/j.tetasy.2015.07.002

Collections

Department of Chemistry, Article

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Citation Formats

Ö. Doğan and M. A. Tecimer, “Chiral phosphine oxide aziridinyl phosphonate as a Lewis base catalyst for enantioselective allylsilane addition to aldehydes,” TETRAHEDRON-ASYMMETRY, pp. 966–969, 2015, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/37371.