Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou, 730000, P. R. China.
Org Lett. 2011 Dec 16;13(24):6410-3. doi: 10.1021/ol202713f. Epub 2011 Nov 16.
Bifunctional 3,3'-Ph(2)-BINOL-Mg catalyzed direct asymmetric vinylogous Michael addition of α,β-unsaturated γ-butyrolactam has been developed. The catalytic activity of this protocol was slightly affected by different types of Michael acceptors, such as a variety of enones as well as α,β-unsaturated N-acylpyrroles. The Michael products were obtained with high diastereoselectivities (up to 20:1) and excellent enantioselectivities (up to 98%).
双功能 3,3'-Ph(2)-BINOL-Mg 催化的 α,β-不饱和 γ-丁内酯的直接不对称烯醇式迈克尔加成已被开发出来。该反应方案的催化活性受不同类型的迈克尔受体的影响较小,如各种烯酮以及α,β-不饱和 N-酰基吡咯。迈克尔加成产物具有很高的非对映选择性(高达 20:1)和对映选择性(高达 98%)。