Asymmetric Michael Reaction of Aldehydes and α-Cyano α,β-Unsaturated Esters Catalyzed by Diphenylprolinol Silyl Ether; a Facile Asymmetric Route to 3,4,5-Trisubstituted Piperidines

Yujiro Hayashi, Amaechi Shedrack Odoh, Nektarios Kranidiotis-Hisatomi

研究成果: Article査読

2 被引用数 (Scopus)

抄録

A highly enantioselective diphenylprolinol silyl ether-mediated asymmetric Michael reaction of a variety of aldehydes and β-substituted α-cyano α,β-unsaturated esters was developed. The organocatalytic conjugate addition provided synthetically useful chiral adducts possessing three consecutive stereocenters and suitably oriented functional handles that were readily transformed via a sequence of reductive-cyclization and subsequent epimerization to furnish single isomers of 3,4,5-trisubstituted piperidines with high levels of yield and excellent enantiopurity.

本文言語English
ページ(範囲)2412-2415
ページ数4
ジャーナルChemCatChem
12
9
DOI
出版ステータスPublished - 2020 5 7

ASJC Scopus subject areas

  • 触媒
  • 物理化学および理論化学
  • 有機化学
  • 無機化学

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