Solvent-Dependent Enantiodivergence in anti-Selective Catalytic Asymmetric Nitroaldol Reactions

Tomoya Karasawa, Akira Saito, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

anti-Selective catalytic asymmetric nitroaldol reactions of α-keto esters promoted by a heterogeneous Nd/Na heterobimetallic catalyst exhibited a significant, unexpected disparity in enantioselection that was solvent-dependent. This phenomenon exclusively occurred when the stereogenic center of a diamide ligand had the smallest substituent (Me group, derived from l-Ala), which behaved uniquely in comparison with other structurally similar ligands to provide antipodal products under otherwise identical conditions.

Original languageEnglish
Pages (from-to)3581-3583
Number of pages3
JournalOrganic Letters
Volume21
Issue number10
DOIs
Publication statusPublished - 2019 May 17
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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