Tetrahedron

Access to 2-alkyl chromanones via a conjugate addition approach

LA Stubbing, FF Li, DP Furkert, VE Caprio, MA Brimble

Index: Stubbing, Louise A.; Li, Freda F.; Furkert, Daniel P.; Caprio, Vittorio E.; Brimble, Margaret A. Tetrahedron, 2012 , vol. 68, # 34 p. 6948 - 6956

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Citation Number: 16

Abstract

The introduction of alkyl substituents at C-2 of chromanones via conjugate addition of silyl enol ethers to a variety of chromenones is reported. In most cases racemic 2-alkyl chromanones were obtained in good yield in the presence of TMSOTf. The copper (II)- promoted conjugate addition of silyl enol ethers to chromenones was also carried out, albeit in low yields and no selectivity. Reliable syntheses of the chromenones via acylation of ...

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