期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 350, 期 11-12, 页码 1776-1780出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200800314
关键词
asymmetric catalysis; cyanohydrins; cyanosilylation; ketones; lithium; phosphoric acids
资金
- JSPS
- KAKENHI [20245022]
- MEXT [19750072]
- MEXT
- Toray Science Foundation
The catalytic enantioselective cyanosilylation of aromatic ketones was developed by using chiral lithium salts of (R)-BINOL- or (S)-BINAM-derived phosphoric acid compounds. In the presence of 1.0 mol% of chiral conjugate lithium salts, the corresponding tertiary cyanohydrins were obtained in high yields with moderate to high enantioselectivities. This is the first efficient example of asymmetric catalysis using lithium salts of synthetically useful chiral phosphoric acid compounds. A possible catalytic mechanism and transition states are also discussed as a preliminary working hypothesis.
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