Kinetically Controlled α-Selective O-Glycosylation of Phenol Derivatives Using 2-Nitroglycals by a Bifunctional Chiral Thiourea Catalyst

Keisuke Yoshida, Yohei Kanoko, Kenichi Takao

研究成果: Article査読

15 被引用数 (Scopus)

抄録

The highly α-selective organocatalytic glycosylation of phenol derivatives using 2-nitroglycals has been developed. The stereoselectivity of this reaction was kinetically controlled by a bifunctional thiourea catalyst, the chirality of which was crucial for obtaining the high α-selectivity. A variety of phenol derivatives were added to 2-nitrogalactal with excellent stereoselectivity. The reaction of 2-nitroglucal also achieved highly stereoselective glycosylation. The reaction was applied to the synthesis of glycopeptides.

本文言語English
ページ(範囲)1230-1236
ページ数7
ジャーナルAsian Journal of Organic Chemistry
5
10
DOI
出版ステータスPublished - 2016 10月 1

ASJC Scopus subject areas

  • 有機化学

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