論文

査読有り 本文へのリンクあり
2020年10月8日

Nanocellulose enriches enantiomers in asymmetric aldol reactions

RSC Advances
  • Naliharifetra Jessica Ranaivoarimanana
  • ,
  • Xin Habaki
  • ,
  • Takuya Uto
  • ,
  • Kyohei Kanomata
  • ,
  • Toshifumi Yui
  • ,
  • Takuya Kitaoka

10
61
開始ページ
37064
終了ページ
37071
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1039/d0ra07412h

© The Royal Society of Chemistry 2020. Cellulose nanofibers obtained from wood pulp by TEMPO-mediated oxidation acted as a chiral enhancer in direct aldol reactions of 4-nitrobenzaldehyde and cyclopentanone with (S)-proline as an organocatalyst. Surprisingly, catalytically inactive TEMPO-oxidized cellulose nanofibers enriched the (R,R)-enantiomer in this reaction, affording 89% ee in thesynform with a very high yield (99%). Conversely, nanocellulose-free (S)-proline catalysis resulted in poor selectivity (64% ee,synform) with a low yield (18%). Green organocatalysis occurring on nanocellulose solid surfaces bearing regularly aligned chiral carbons on hydrophobic crystalline facets will provide new insight into asymmetric synthesis strategies for interfacial catalysis.

リンク情報
DOI
https://doi.org/10.1039/d0ra07412h
Scopus
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85093866033&origin=inward 本文へのリンクあり
Scopus Citedby
https://www.scopus.com/inward/citedby.uri?partnerID=HzOxMe3b&scp=85093866033&origin=inward
ID情報
  • DOI : 10.1039/d0ra07412h
  • eISSN : 2046-2069
  • SCOPUS ID : 85093866033

エクスポート
BibTeX RIS