Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, U.K.
Faculty of Science, Kunming University of Science and Technology, Kunming 650500, China.
Org Lett. 2021 Jun 18;23(12):4888-4892. doi: 10.1021/acs.orglett.1c01625. Epub 2021 Jun 3.
Yndiamides, underexplored cousins of ynamides, offer rich synthetic potential as doubly nitrogenated two carbon building blocks. Here we report a gold-catalyzed oxidative functionalization of yndiamides to access unnatural amino acid derivatives, using a wide range of nucleophiles as a source of the amino acid side chain. The transformation proceeds under mild conditions, is highly functional group tolerant, and displays excellent regioselectivity through subtle steric differentiation of the yndiamide nitrogen atom substituents.
吲二酰胺是未充分研究的ynamide 同系物，作为双氮原子的二碳砌块，具有丰富的合成潜力。在此，我们报告了一种金催化的吲二酰胺的氧化官能化反应，使用各种亲核试剂作为氨基酸侧链的来源，从而得到非天然氨基酸衍生物。该转化反应条件温和、官能团容忍性高，并且通过吲二酰胺氮原子取代基的细微空间位阻差异，表现出优异的区域选择性。
