使用铜/SPDO催化的[3 + 2]环加成反应对2-芳基-2,3-二氢苯并呋喃骨架进行对映选择性构建。
Enantioselective Construction of 2-Aryl-2,3-dihydrobenzofuran Scaffolds Using Cu/SPDO-Catalyzed [3 + 2] Cycloaddition.
作者信息
Jing Ze-Ran, Liang Dong-Dong, Tian Jin-Miao, Zhang Fu-Min, Tu Yong-Qiang
机构信息
State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
School of Chemistry and Chemical Engineering, School of Chemistry and Chemical Engineering, Frontiers Science Center for Transformative Molecules, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs Frontiers, Shanghai Jiao Tong University, Shanghai 200240, P. R. China.
出版信息
Org Lett. 2021 Feb 19;23(4):1258-1262. doi: 10.1021/acs.orglett.0c04241. Epub 2021 Feb 2.
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.
已开发出一种通过铜/SPDO催化的醌酯与苯乙烯衍生物之间的[3+2]环加成反应制备2-芳基-2,3-二氢苯并呋喃骨架的新的高效方法。该方法具有出色的对映选择性（高达99%ee）、高收率（高达96%）和广泛的底物耐受性。此外，还以该反应作为关键转化步骤，通过两到三步从市售起始原料实现了天然产物corsifurans A和B的不对称合成。
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