State key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, People's Republic of China.
Org Biomol Chem. 2011 Dec 21;9(24):8452-8. doi: 10.1039/c1ob06450a. Epub 2011 Nov 1.
Lewis acid-catalyzed highly diastereoselective asymmetric Friedel-Crafts alkylation of arenes with a chiral N-tert-butanesulfinylimino ester is described. The reaction can be accomplished with ease in the presence of a catalytic amount of In(OTf)(3) at room temperature, providing a series of enantiomerically enriched α-arylglycines in good yields and with excellent diastereoselectivities (up to 99% de). Highly stereoselective double Friedel-Crafts alkylation to afford dialkylation product was also investigated.
本文描述了手性叔丁基亚磺酰亚胺酯作为亲电试剂，路易斯酸催化的高非对映选择性不对称傅克烷基化反应。在室温下，只需催化量的 In(OTf)(3)即可轻松完成反应，以优异的收率和对映选择性（高达 99% de）得到一系列手性 α-芳基甘氨酸。还研究了高度对映选择性的双傅克烷基化反应以获得二烷基化产物。
