Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA.
Org Biomol Chem. 2021 Dec 8;19(47):10319-10325. doi: 10.1039/d1ob02078a.
In this work, we present a strategy for the preparation of functionalized 2,3-dihydrobenzofuran derivatives the CsCO-catalyzed domino annulation of enantiopure chiral salicyl -phosphonyl imines with bromo malonates, which offers an avenue for the construction of 2,3-dihydrobenzofurans. Nineteen examples were synthesized in impressive chemical yields and diastereoselectivity. The products were purified simply by washing the crude mixtures with hexanes following group-assisted purification chemistry/technology to bypass traditional separation methods which often result in a loss of product. The absolute configuration was unambiguously assigned by X-ray structural analysis.
在这项工作中，我们提出了一种制备功能化 2,3-二氢苯并呋喃衍生物的策略，即通过 CsCO 催化对映纯手性水杨醛-膦酰亚胺与溴代丙二酸酯的 Domino 环化反应，为构建 2,3-二氢苯并呋喃提供了一种途径。十九个实例以令人印象深刻的化学收率和非对映选择性得到合成。通过在粗混合物中加入己烷进行简单洗涤，然后采用基团辅助纯化化学/技术进行后处理，即可避免传统的分离方法，从而避免产品损失，从而简单地对产物进行纯化。通过 X 射线结构分析，明确了绝对构型。
