Enantioselective Construction of 2-Aryl-2,3-dihydrobenzofuran Scaffolds Using Cu/SPDO-Catalyzed [3+2] Cycloaddition
Enantioselective Construction of 2-Aryl-2,3-dihydrobenzofuran Scaffolds Using Cu/SPDO-Catalyzed [3+2] Cycloaddition
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使用 Cu/SPDO 催化 [3 2] 环加成对映选择性构建 2-芳基-2,3-二氢苯并呋喃支架
DOI：
10.1021/acs.orglett.0c04241
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发表时间：
2021-02-02
期刊：
影响因子：
5.2
通讯作者：
Tu, Yong-Qang
中科院分区：
文献类型：
--
作者：
Jing, Ze-Ran;Liang, Dong-Dong;Tu, Yong-Qang
开发了一种通过 Cu/SPDO 催化醌酯和苯乙烯衍生物之间的 [3 + 2] 环加成制备 2-芳基-2,3-二氢苯并呋喃支架的新方法。该方法具有优异的对映选择性（高达 99% ee）、高产率（高达 96%）和广泛的底物耐受性。此外，利用该反应作为关键转化，还可以通过两步或三步从市售起始材料不对称合成天然corsifurans A和B。
A new, efficient approach toward the preparation of 2-aryl-2,3-dihydrobenzofuran scaffolds through the Cu/SPDO-catalyzed [3 + 2] cycloaddition between quinone ester and styrene derivatives has been developed. The procedure features excellent enantioselectivities (up to 99% ee), high yields (up to 96%), and broad substrate tolerance. Additionally, asymmetric synthesis of natural corsifurans A and B from commercially available starting materials has also been achieved in two or three steps using this reaction as a key transformation.