2020年9月22日
Asymmetric Conjugate Addition of α-Cyanoketones to Benzoyl Acrylonitrile Derivatives Using a Diaminomethylenemalononitrile Organocatalyst
Synthesis
- ,
- ,
- ,
- ,
- ,
- 巻
- 52
- 号
- 24
- 開始ページ
- 3874
- 終了ページ
- 3880
- 記述言語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1055/s-0040-1707285
- 出版者・発行元
- Georg Thieme Verlag KG
<title>Abstract</title>A diaminomethylenemalononitrile (DMM) organocatalyst was used to efficiently promote asymmetric conjugate addition of various α-cyanoketones to benzoyl acrylonitrile derivatives. The corresponding 1,5-dicarbonyl compounds containing vicinal tertiary and quaternary stereogenic centers are versatile synthetic intermediates and were obtained in good yields and with excellent enantioselectivities (up to 96% ee). The present study describes the first successful examples of asymmetric conjugate addition reactions of α-cyanoketones with benzoyl acrylonitriles. In addition, the DMM organocatalyst can be recovered and reused up to five times without significant loss of either catalytic activity or enantioselectivity.
- リンク情報
- ID情報
-
- DOI : 10.1055/s-0040-1707285
- ISSN : 0039-7881
- eISSN : 1437-210X