Chiron approach toward the synthesis of the fused tricyclic core of epi-parvistemonine A

IF 2.4 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research Pub Date : 2024-10-17 DOI:10.1016/j.carres.2024.109290

Esmeralda Marín-Cruz , Ricardo Tovar-Miranda , Julio Romero-Ibáñez , José Alvano Pérez-Bautista , Alejandro Cordero-Vargas , Daniel Mendoza-Espinosa , Rosa L. Meza-León , Omar Cortezano-Arellano

引用次数: 0

Abstract

A stereoselective synthesis of fused tricyclic framework of epi-parvistemonine A from D-glucono-δ-lactone is described. The synthetic strategic is based on the stereoselective construction of the 7-membered cyclic skeleton via a cross-metathesis reaction followed by a Michael type cyclization promoted by Tf₂O.

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用 Chiron 方法合成表右旋藤黄素 A 的融合三环核心。

本研究介绍了一种从 D-葡糖酸-δ-内酯立体选择性合成表右旋藤黄素 A 的融合三环框架的方法。合成策略是通过交叉甲基化反应立体选择性地构建 7 元环骨架，然后在 Tf2O 的促进下进行迈克尔式环化。

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

Carbohydrate Research 化学-生化与分子生物学

CiteScore

5.00

自引率

3.20%

发文量

183

审稿时长

3.6 weeks

期刊介绍： Carbohydrate Research publishes reports of original research in the following areas of carbohydrate science: action of enzymes, analytical chemistry, biochemistry (biosynthesis, degradation, structural and functional biochemistry, conformation, molecular recognition, enzyme mechanisms, carbohydrate-processing enzymes, including glycosidases and glycosyltransferases), chemical synthesis, isolation of natural products, physicochemical studies, reactions and their mechanisms, the study of structures and stereochemistry, and technological aspects. Papers on polysaccharides should have a "molecular" component; that is a paper on new or modified polysaccharides should include structural information and characterization in addition to the usual studies of rheological properties and the like. A paper on a new, naturally occurring polysaccharide should include structural information, defining monosaccharide components and linkage sequence. Papers devoted wholly or partly to X-ray crystallographic studies, or to computational aspects (molecular mechanics or molecular orbital calculations, simulations via molecular dynamics), will be considered if they meet certain criteria. For computational papers the requirements are that the methods used be specified in sufficient detail to permit replication of the results, and that the conclusions be shown to have relevance to experimental observations - the authors'' own data or data from the literature. Specific directions for the presentation of X-ray data are given below under Results and "discussion".