Amphiphilic immobilized diphenylprolinol alkyl ether catalyst on PS-PEG resin

Seitaro Koshino, Shusuke Hattori, Shota Hasegawa, Naoki Haraguchi, Takeshi Yamamoto, Michinori Suginome, Yasuhiro Uozumi, Yujiro Hayashi

研究成果: Review article査読

抄録

Diphenylprolinol silyl ether is a widely used organocatalyst, and its immobilization on a solid support was investigated for the easy recycling and reuse of this catalyst. Because a silyl ether bond of the catalyst is weak, its alkyl ether was attached to polymers such as a polyquinoxaline-based polymer, a polystyrene polymer (PS) resin, and a polystyrenepoly(ethylene glycol) graft copolymer (PS-PEG) resin. Although a polymer-supported organocatalyst generally decreases its reactivity compared with the monomer catalyst, diphenylprolinol anthrylmethyl ether supported on PS-PEG was found to be a reactive organocatalyst; it catalyzed the Michael reaction of an aldehyde and a nitroalkene in water without an organic solvent being present, with excellent diastereo- and enantioselectivities.

本文言語English
ページ(範囲)790-797
ページ数8
ジャーナルBulletin of the Chemical Society of Japan
94
3
DOI
出版ステータスPublished - 2021

ASJC Scopus subject areas

  • 化学 (全般)

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