Asymmetric Library Synthesis of P-Chiral t-Butyl-Substituted Secondary and Tertiary Phosphine Oxides
2019
An asymmetric synthesis, amenable to library preparation of structurally diverse P-chiral t-butyl substituted secondary phosphine oxides (SPOs) and tertiary phosphine oxides (TPOs) was developed. A P-chiral H-phosphinate building block was prepared via a 2-step, one pot condensation of a chiral auxiliary with t-BuPCl2, followed by hydrolysis. Nucleophilic displacement of the chiral auxiliary with Grignard reagents, followed by hydrolysis provided a library of P-chiral SPOs. In situ treatment of the pre-hydrolysis intermediate with electrophiles also provided a library of P-chiral TPOs in high enantiomeric purity.
Keywords:
- Correction
- Source
- Cite
- Save
- Machine Reading By IdeaReader
49
References
10
Citations
NaN
KQI