Catalyst-free [4 + 2] cyclization of para-quinone methide derivatives with homophthalic anhydrides

Catalyst-free [4 + 2] cyclization of para-quinone methide derivatives with homophthalic anhydrides

The title reaction has been established, which offers a useful method for the construction of dihydrocoumarin frameworks in generally good chemical yields (up to 99%) and high diastereoselectivities (up to >95 : 5 dr). This reaction represents a good example of [4 + 2] cyclizations of para-quinon...

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Veröffentlicht in:Organic & biomolecular chemistry 2018-12, Vol.16 (48), p.9382-9389
Hauptverfasser: Zhou, Jia-Yu, Ma, Chun, Zhang, Yi-Zhu, Wu, Qiong, Shi, Feng
Format: Artikel
Sprache:eng
Schlagworte:
Anhydrides
Catalysis
Catalysts
Crystallography
Derivatives
NMR
Nuclear magnetic resonance
Organic chemistry
Quinones
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Zusammenfassung:The title reaction has been established, which offers a useful method for the construction of dihydrocoumarin frameworks in generally good chemical yields (up to 99%) and high diastereoselectivities (up to >95 : 5 dr). This reaction represents a good example of [4 + 2] cyclizations of para-quinone methide derivatives with electron-rich reaction partners under catalyst-free conditions.
ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob02776e