Department of Chemistry, Washington University, One Brookings Drive, St. Louis, Missouri 63130, USA.
J Org Chem. 2012 Feb 17;77(4):1722-37. doi: 10.1021/jo202220x. Epub 2012 Feb 9.
Kinetic resolution of racemic alcohols has been traditionally achieved via enzymatic enantioselective esterification and ester hydrolysis. However, there has long been considerable interest in devising nonenzymatic alternative methods for this transformation. Amidine-based catalysts (ABCs), a new class of enantioselective acyl transfer catalysts developed in our group, have demonstrated, inter alia, high efficacy in the kinetic resolution of benzylic, allylic, and propargylic secondary alcohols and 2-substituted cycloalkanols, and thus provide a viable alternative to enzymes.
通过酶的对映选择性酯化和酯水解，传统上已经实现了外消旋醇的动力学拆分。然而，人们长期以来一直有兴趣设计这种转化的非酶替代方法。酰胺基催化剂 (ABC) 是我们小组开发的一类新型对映选择性酰基转移催化剂，已证明在苄基、烯丙基和炔丙基仲醇以及 2-取代环烷醇的动力学拆分中具有高效性，因此为酶提供了可行的替代方法。
