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Catalytic, enantioselective bifunctional inverse electron demand hetero-Diels-Alder reactions of ketene enolates and o-benzoquinone diimides.
J Am Chem Soc ; 128(41): 13370-1, 2006 Oct 18.
Artigo em Inglês | MEDLINE | ID: mdl-17031945
ABSTRACT
In this Communication, we report a system in which an achiral Lewis acid (activating the diene) works in concert with a chiral nucleophile (dienophile) to effect the first highly enantio- and regioselective catalytic inverse electron demand Diels-Alder [4 + 2] cycloaddition reaction to form biologically active quinoxalinones from ketene enolates and o-benzoquinone diimides in good to excellent yields with >99% ee.
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Coleções: Bases de dados internacionais Base de dados: MEDLINE Assunto principal: Benzoquinonas / Álcoois / Elétrons / Alcadienos / Etilenos / Imidas / Cetonas Idioma: Inglês Revista: J Am Chem Soc Ano de publicação: 2006 Tipo de documento: Artigo País de afiliação: Estados Unidos