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Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators
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High stereoselectivity on low temperature Diels-Alder reactions

Luiz Carlos da Silva Filho1, Valdemar Lacerda Júnior, Mauricio Gomes Constantino

  • 1Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Av, Bandeirantes 3900, 14040-901 - Ribeirão Preto - SP, Brazil. lcsilva@aluno.ffclrp.usp.br

Beilstein Journal of Organic Chemistry
|March 18, 2006
PubMed
Summary

Niobium pentachloride (NbCl5) enables poor dienophiles like 2-cycloenones to undergo Diels-Alder reactions with high stereoselectivity at low temperatures. This catalyst also revealed significant rate differences based on cycloenone substitution patterns.

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