A reatividade e diastereosseletividade da adição conjugada de íons nitronatos representativos à (R)-carvona foi estudada. Os adutos de Michael 2a-e foram obtidos em bom rendimento e boa 3,2-cis-3,5-trans-seletividade. Os nitroadutos 2b e 2c foram transformados via uma reação de Nef nos ceto-derivados 9 e 10 ao passo que uma reação de desnitração transformou 2b e 2d nos derivados alquilados da carvona 11 e 12.The reactivity and diastereoselectivity of conjugate addition of different nitronates ions to (R)-carvone was systematically studied. The Michael adducts 2a-e were obtained in good yield and 3,2-cis-3,5-trans selectivity. The nitroadducts 2b,c were transformed via Nef reaction into (R)-carvone ketone derivatives 9,10 and nitroadducts 2b,d led to (R)-carvone alkylated derivatives 11,12, via a denitration reaction.A New Route to Keto and Alkyl Derivatives of (R)-Carvone J. Braz. Chem. Soc.
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