Chiral Brønsted acid mediated glycosylation with recognition of alcohol chirality

Tomoya Kimura; Maiko Sekine; Daisuke Takahashi; Kazunobu Toshima

doi:10.1002/anie.201304830

Chiral Brønsted acid mediated glycosylation with recognition of alcohol chirality

Tomoya Kimura, Maiko Sekine, Daisuke Takahashi, Kazunobu Toshima

応用化学科

研究成果: Article › 査読

54 被引用数 (Scopus)

抄録

Sugar sugar: In the glycosylation of racemic alcohols with 1 using the chiral phosphoric acid 2 as an activator, one enantiomer of the racemic alcohol selectively reacts with 1 to give the corresponding glycoside with good to excellent α/β-stereo- and diastereoselectivity in high yield. The reaction was successfully applied to the synthesis of a chiral natural flavan glycoside using a racemic aglycon.

本文言語	English
ページ（範囲）	12131-12134
ページ数	4
ジャーナル	Angewandte Chemie - International Edition
巻	52
号	46
DOI	https://doi.org/10.1002/anie.201304830
出版ステータス	Published - 2013 11月 11

ASJC Scopus subject areas

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化学 (全般)

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10.1002/anie.201304830

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KW - diastereoselectivity

KW - glycosides

KW - glycosylation

KW - organocatalysis

KW - synthetic methods

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Chiral Brønsted acid mediated glycosylation with recognition of alcohol chirality

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