Highly enantioselective cyanosilylation of ketones catalyzed by a bifunctional Ti(IV) complex |
| |
Authors: | Ke Shen Qinghan Li |
| |
Institution: | a Key Laboratory of Green Chemistry and Technology (Sichuan University), Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China b State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041, China |
| |
Abstract: | A bifunctional catalyst system composed of (S)-prolinamide (2a), titanium(IV) isopropoxide, and phenolic N-oxide (3f) exhibited high catalytic efficiency in the enantioselective cyanosilylation of ketones. In the presence of 2.5 mol % catalyst, a variety of aromatic and aliphatic ketones were converted into the corresponding tertiary cyanohydrin O-TMS ethers in excellent yields (up to 96%) and high enantioselectivities (up to 96% ee). A proposed catalytic cycle was illustrated to explain the origin of the asymmetric induction. |
| |
Keywords: | Bifunctional catalysis Cyanosilylation Ketone Titanium |
本文献已被 ScienceDirect 等数据库收录! |
|