Enantioselective Construction of 2‑Aryl-2,3-dihydrobenzofuran Scaffolds Using Cu/SPDO-Catalyzed [3 + 2] Cycloaddition

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...

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Veröffentlicht in:Organic letters 2021-02, Vol.23 (4), p.1258-1262
Hauptverfasser: Jing, Ze-Ran, Liang, Dong-Dong, Tian, Jin-Miao, Zhang, Fu-Min, Tu, Yong-Qiang
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c04241