Asymmetric Synthesis of cis-3,4-Dihydrocoumarins via [4 + 2] Cycloadditions Catalyzed by Amidine Derivatives

Asymmetric Synthesis of cis-3,4-Dihydrocoumarins via [4 + 2] Cycloadditions Catalyzed by Amidine Derivatives

A highly efficient chiral amidine derivative-catalyzed tandem Michael addition/lactonization of carboxylic acids and o-quinone methides (o-QMs) has been developed that enables the asymmetric synthesis of cis-3,4-dihydrocoumarins bearing contiguous tertiary stereogenic centers in high yields with exc...

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Veröffentlicht in:Journal of organic chemistry 2017-05, Vol.82 (10), p.5424-5432
Hauptverfasser: Jin, Jing-Hai, Li, Xiang-Yu, Luo, Xiaoyan, Fossey, John S, Deng, Wei-Ping
Format: Artikel
Sprache:eng
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Zusammenfassung:A highly efficient chiral amidine derivative-catalyzed tandem Michael addition/lactonization of carboxylic acids and o-quinone methides (o-QMs) has been developed that enables the asymmetric synthesis of cis-3,4-dihydrocoumarins bearing contiguous tertiary stereogenic centers in high yields with excellent stereoselectivities.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b00367