State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University , Weijin Road 94, Tianjin 300071, China.
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300071, China.
J Org Chem. 2017 Oct 6;82(19):10121-10128. doi: 10.1021/acs.joc.7b01582. Epub 2017 Sep 21.
A phosphine-catalyzed [3 + 2] annulation of isatin-derived α,β-unsaturated ketones with alkynoates for the synthesis of cyclopentene spiro-oxindole skeletons has been developed. This reaction afforded the desired products in high to excellent yields (up to 99%) with high regioselectivity and moderate to high diastereoselectivities (up to 20:1). This strategy allows facile diastereoselective preparation of biologically important spiro-(cyclopentene) oxindoles containing three contiguous stereocenters, including the quaternary stereogenic center joining the two rings.
一种膦催化的色酮衍生的α,β-不饱和酮与炔酸酯的[3 + 2]环加成反应，用于合成环戊烯螺-氧吲哚骨架已经被开发出来。该反应以高至优异的收率（高达 99%）、高区域选择性和中等至高的非对映选择性（高达 20:1）得到了所需的产物。该策略允许方便地对含有三个连续立体中心的生物重要的螺-（环戊烯）氧吲哚进行非对映选择性制备，包括连接两个环的季立体中心。
