期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 363, 期 23, 页码 5196-5234出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100979
关键词
asymmetric catalysis; addition reactions; cycloaddition reactions; ylidene-heterocycles; re-aromatization reactions
资金
- Agencia Estatal de InvestigacionFEDER [CTQ2017-84900-P]
- Conselleria d'Innovacio, Universitat, Ciencia i Societat Digital [AICO/2020/68]
- Spanish Government [RyC-201620187, IJC2018-036682-I]
- Universitat de Valencia
Five-membered heterocycles bearing an exocyclic double bond have been used successfully as substrates in asymmetric addition and cycloaddition reactions. Ylidene-heterocycles are attractive substrates due to their high functionalization and presence of an electrophilic conjugated exocyclic double bond.
Five-membered heterocycles bearing an exocyclic double bond have been successfully used as substrates in asymmetric addition and cycloaddition reactions. Ylidene-heterocycles are attractive substrates due to their high functionalization and the presence of an electrophilic conjugated exocyclic double bound that can participate in nucleophilic addition reactions as well as cycloaddition reactions, which may be triggered by the formation of aromatic intermediates or products in many cases. During the last decades, catalytic methodologies have been developed using ylidene-heterocycles as substrates in order to synthesize useful optically active heterocyclic derivatives. 4-Ylidene-pyrazol-5-ones, isoxazolin-5-ones, 2,3-dioxopyrrolidines, rhodanines, oxazolidindiones, Erlenmeyer-Ploch azlactones and 5-ylidene-thiazolones have been successfully used as substrates in asymmetric reactions. This review collects the powerful research in asymmetric addition and cycloaddition reactions where ylidene-five-membered heterocycles have been used.
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