Copper-Catalyzed Intramolecular Desymmetric Aryl CO Coupling for the Enantioselective Construction of Chiral Dihydrobenzofurans and Dihydrobenzopyrans

O-Heterocyclic structures such as 2,3-dihydrobenzofurans are key motifs in many natural compounds and pharmaceuticals. Enantioselective formation of chiral dihydrobenzofurans and analogues was achieved through a copper-catalyzed desymmetrization strategy with a chiral cyclic 1,2-diamine. A broad ran...

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Published inAngewandte Chemie Vol. 127; no. 30; p. 8929
Main Authors Yang, Wenqiang, Liu, Yangyuan, Zhang, Shasha, Cai, Qian
Format Journal Article
LanguageGerman
Published Weinheim Wiley Subscription Services, Inc 20.07.2015
Subjects
Chemistry
Copper
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ISSN0044-8249
1521-3757
DOI10.1002/ange.201503882

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Summary:O-Heterocyclic structures such as 2,3-dihydrobenzofurans are key motifs in many natural compounds and pharmaceuticals. Enantioselective formation of chiral dihydrobenzofurans and analogues was achieved through a copper-catalyzed desymmetrization strategy with a chiral cyclic 1,2-diamine. A broad range of substrates are compatible with this CuI-diamine catalytic system and afford the desired coupling products with chiral tertiary or quaternary carbon centers in high yields and good to excellent enantioselectivities under mild conditions.
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ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201503882