对映选择合成
化学
双功能
迈克尔反应
醌
硫脲
部分
对映体
烷基化
有机催化
立体化学
有机化学
催化作用
组合化学
作者
Ricardo Torán,Carlos Vila,Amparo Sanz‐Marco,M. Carmen Muñoz,José R. Pedro,Gonzalo Blay
标识
DOI:10.1002/ejoc.201901907
摘要
A thiourea‐Brønsted base bifunctional catalyst allowed the enantioselective 1,6‐ aza ‐Michael addition of isoxazolin‐5‐ones to p ‐quinone methides to give isoxazolin‐5‐ones having a chiral diarylmethyl moiety attached to the N atom with fair to good yields and enantiomeric excesses. To the best of our knowledge this reaction represents the first example of enantioselective N ‐alkylation of isoxazolin‐5‐ones as well as the first example of enantioselective 1,6‐ aza ‐Michael reaction involving p ‐quinone methides.
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