De novo asymmetric Achmatowicz approach to oligosaccharide natural products.

De novo asymmetric Achmatowicz approach to oligosaccharide natural products.
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DOI:
10.1039/d2cc05280f
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发表时间:
2022-11-22
影响因子:
4.9
通讯作者:
O'Doherty, George A.
O'Doherty, George A.
中科院分区:
化学2区
文献类型:
--
作者:
Kim, Sugyeom;Oiler, Jeremy;Xing, Yalan;O'Doherty, George A.

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综述了非手性起始原料不对称合成低聚糖的研究进展和应用。这种从头不对称方法的核心是使用不对称催化合成光学纯呋喃醇,并结合 Achmatowicz 氧化重排合成各种吡喃酮。此外,使用非对映选择性钯催化糖基化和随后的非对映选择性糖基化后转化来合成寡糖。讨论了该方法在寡糖合成中的应用。
The development and application of the asymmetric synthesis of oligosaccharides from achiral starting materials is reviewed. This de novo asymmetric approach centers around the use of asymmetric catalysis for the synthesis of optically pure furan alcohols in conjunction with Achmatowicz oxidative rearrangement for the synthesis of various pyranones. In addition, the use of a diastereoselective palladium-catalyzed glycosylation and subsequent diastereoselective post-glycosylation transformation was used for the synthesis of oligosaccharides. The application of this approach to oligosaccharide synthesis is discussed.
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