Department of Organic Chemistry, The Arrhenius Laboratory, Stockholm University, 106 91 Stockholm, Sweden.
Chemistry. 2010 Feb 1;16(5):1585-91. doi: 10.1002/chem.200902818.
The first examples of one-pot highly chemo- and enantioselective dynamic kinetic asymmetric transformations (DYKATs) involving alpha,beta-unsaturated aldehydes and propargylated carbon acids are presented. These DYKATs, which proceed by a combination of catalytic iminium activation, enamine activation, and Pd(0)-catalyzed enyne cycloisomerization, give access to functionalized cyclopentenes with up to 99 % ee and can be used for the generation of all-carbon quaternary stereocenters.
首次提出了涉及α,β-不饱和醛和炔丙基化碳酸的一锅法高化学和对映选择性动态动力学不对称转化(DYKAT)的实例。这些 DYKAT 反应通过催化亚胺活化、烯胺活化和 Pd(0)催化的烯炔环异构化的组合进行,可获得高达 99%ee 的官能化环戊烯,并可用于生成全碳季立体中心。