Dhawa Uttam, Wdowik Tomasz, Hou Xiaoyan, Yuan Binbin, Oliveira João C A, Ackermann Lutz
Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen Tammannstraße 2 37077 Göttingen Germany
Wöhler Research Institute for Sustainable Chemistry (WISCh), Georg-August-Universität Göttingen Tammannstraße 2 37077 Göttingen Germany.
Chem Sci. 2021 Oct 13;12(42):14182-14188. doi: 10.1039/d1sc04687j. eCollection 2021 Nov 3.
Enantioselective palladaelectro-catalyzed C-H alkenylations and allylations were achieved with easily-accessible amino acids as transient directing groups. This strategy provided access to highly enantiomerically-enriched N-C axially chiral scaffolds under exceedingly mild conditions. The synthetic utility of our strategy was demonstrated by a variety of alkenes, while the versatility of our approach was reflected by atroposelective C-H allylations. Computational studies provided insights into a facile C-H activation by a seven-membered palladacycle.
利用易于获得的氨基酸作为瞬态导向基团,实现了对映选择性钯电催化的C-H烯基化和烯丙基化反应。该策略在极为温和的条件下提供了获得高度对映体富集的N-C轴手性骨架的途径。各种烯烃证明了我们策略的合成实用性,而通过非对映选择性C-H烯丙基化反应体现了我们方法的通用性。计算研究为七元钯环实现的简便C-H活化提供了见解。