Department of Chemistry, The University of Chicago , 5735 South Ellis Avenue, Chicago, Illinois 60637, United States.
J Am Chem Soc. 2013 Apr 3;135(13):4988-91. doi: 10.1021/ja401908m. Epub 2013 Mar 25.
A novel class of chiral 5,5'-di(2,4,6-trialkyl)aryl salen-metal complexes have been developed and shown to catalyze highly enantioselective Nazarov cyclization reactions, giving rise to cyclopentenoids in 90:10-98:2 er. Significantly, the catalysts also promote, for the first time, highly enantioselective Nazarov reactions of "unactivated" dienones, producing hydrindenone products having in place three contiguous chiral centers.
一类新型手性 5,5'-二(2,4,6-三烷基)芳基甲叉胺-金属配合物被开发出来,并被证明可以催化高度对映选择性的 Nazarov 环化反应,以 90:10-98:2 的对映选择性得到环戊烯酮。重要的是,这些催化剂还首次促进了“未活化”二烯酮的高对映选择性 Nazarov 反应,生成了具有三个连续手性中心的氢化茚酮产物。