title: Highly enantioselective Michael addition of cyclohexanone to nitroolefins catalyzed by pyrrolidine-based bifunctional benzoylthiourea in water.
abstract: Organocatalysis and aqueous reactions are identified as the focus of the greening of chemistry. Combining these two strategies effectively remains an interesting challenge in organic synthesis. Herein, we used pyrrolidine-based benzoylthiourea 1c to catalyze the asymmetric Michael addition of cyclohexanone to various nitroolefins in water to afford the corresponding compounds in moderate to good yields, and with excellent diastereoselectivities (up to >99:1 dr) and enantioselectivities (up to 99% ee).
authors: School of Pharmaceutical Science, Shanxi Medical University, Taiyuan, People's Republic of China.
authors: Zhen-Yu
authors: ZY
authors: Wang
authors: School of Pharmaceutical Science, Shanxi Medical University, Taiyuan, People's Republic of China. shurongban@sxmu.edu.cn.
authors: Shu-Rong
authors: SR
authors: Ban
authors: School of Pharmaceutical Science, Shanxi Medical University, Taiyuan, People's Republic of China.
authors: Meng-Chen
authors: MC
authors: Yang
authors: School of Pharmaceutical Science, Shanxi Medical University, Taiyuan, People's Republic of China. qingshanl@yahoo.com.
authors: Qing-Shan
authors: QS
authors: Li
keywords: Michael addition; benzoylthiourea; enantioselectivity; ketones; nitroolefins