Recent advances in the direct O-arylation of carbohydrates

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2021-01-01 DOI:10.1039/d0ob02009e

Victoria Dimakos , Mark S. Taylor

引用次数: 6

Abstract

Methods for the O-arylation of hydroxyl and hemiacetal groups in carbohydrates via C(sp²)–O bond formation are discussed. Such methods provide an alternative disconnection to the traditional approach of nucleophilic substitution between a sugar-derived electrophile and a phenol or phenoxide nucleophile. They have led to new opportunities for stereoselectivity, site-selectivity and chemoselectivity in the preparation of O-aryl glycosides and carbohydrate-derived aryl ethers, compounds that are useful for a broad range of applications in medicinal chemistry, glycobiology and organic synthesis.

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碳水化合物直接o -芳基化的最新进展

讨论了碳水化合物中羟基和半缩醛通过C(sp2) -O键形成o -芳基化的方法。这种方法为传统的糖源亲电试剂与苯酚或苯氧酚亲核试剂之间的亲核取代提供了一种替代方法。它们为制备o -芳基糖苷和碳水化合物衍生的芳基醚带来了立体选择性、位点选择性和化学选择性的新机会，这些化合物在药物化学、糖生物学和有机合成中有着广泛的应用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.