Asymmetric Synthesis of Pentasubstituted Cyclohexanes through Diphenylprolinol Silyl Ether Mediated Domino Michael/Michael Reaction

Amaechi Shedrack Odoh, Louise Aidanpää, Nariyoshi Umekubo, Hiroaki Matoba, Naoki Mori, Yujiro Hayashi

Research output: Contribution to journalArticlepeer-review

Abstract

An asymmetric domino Michael/Michael reaction of α,β-unsaturated aldehydes 1 and α-acetyl-β-substituted-α,β-unsaturated esters 2 catalyzed by diphenylprolinol silyl ether was developed. This is a formal carbo [4+2] cycloaddition reaction affording penta-substituted cyclohexanes having the three continuous chiral centers with excellent diastereo- and enantioselectivity.

Original languageEnglish
Pages (from-to)6670-6673
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2021
Issue number48
DOIs
Publication statusPublished - Dec 28 2021
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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