Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai, 400076, India.
Chem Asian J. 2022 Aug 15;17(16):e202200497. doi: 10.1002/asia.202200497. Epub 2022 Jul 7.
A stereoselective [3+2] cycloaddition approach to functionalized pentaquinanes starting from cis-syn-cis triquinanes, derived from Cookson's diones, is reported. This transformation involves generation of six new stereocenters in a single step leading to cis-anti-cis-syn-cis-anti-cis polyquinane systems. Our method prevents transannular cyclizations which are prevalent in these moieties. The structure and stereochemistry of target molecules are well-characterized based on NMR data and X-ray diffraction studies.
本文报道了一种从 Cookson 二酮衍生的顺式-顺式-顺式三嗪出发，立体选择性地进行[3+2]环加成反应，制备官能化五嗪烷的方法。该转化在一步反应中生成六个新的手性中心，得到顺式-反式-顺式-顺式-反式-顺式多嗪烷体系。我们的方法防止了这些部分中普遍存在的跨环环化。根据 NMR 数据和 X 射线衍射研究，对目标分子的结构和立体化学进行了很好的表征。
