Tian Hongqi, She Xuegong, Yu Hongwu, Shu Lianhe, Shi Yian
Department of Chemistry, Colorado State University, Fort Collins, CO 80523, USA.
J Org Chem. 2002 Apr 19;67(8):2435-46. doi: 10.1021/jo010838k.
This paper describes a new class of chiral oxazolidinone ketone catalyst for asymmetric epoxidation. High ee values have been obtained for a number of cyclic and acyclic cis-olefins. The epoxidation was stereospecific with no isomerization observed in the epoxidation of acyclic systems. Encouragingly high ee values have also been obtained for a number of terminal olefins. Mechanistic studies show that electronic interactions play an important role in stereodifferentiation.
本文描述了一类用于不对称环氧化反应的新型手性恶唑烷酮酮催化剂。对于多种环状和非环状顺式烯烃，均获得了高对映体过量（ee）值。环氧化反应具有立体专一性，在非环状体系的环氧化反应中未观察到异构化现象。令人鼓舞的是，对于多种末端烯烃也获得了高ee值。机理研究表明，电子相互作用在立体分化中起重要作用。
