Synthesis of oxa-bridged carbocycles via rhodium/Lewis acid catalyzed [3+3] and [4+3] cycloadditions of carbonyl ylides with donor-acceptor strained carbocycles

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-11-06 DOI:10.1039/d4qo01831a

Jiale Li, Lingfei Wang, Pei-Nian Liu, Xingguang Li

引用次数: 0

Abstract

A method for cooperative rhodium/Lewis acid-catalyzed [3+3] and [4+3] cycloadditions of carbonyl ylides with donor-acceptor (D–A) strained carbocycles is described. It affords access to a wide range of structurally diverse oxa-bridged carbocycles with high efficiency and stereoselectivitiy. This method features with mild condition, as well as good step and atom economy, and can be extended to [3+2] cycloaddition with D–A 1, 2-dipoles, enabling the construction of oxa-bridged spirocycles.

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通过铑/刘易斯酸催化羰基酰化物与供体-受体应变碳环的[3+3]和[4+3]环加成反应合成氧杂桥式碳环

本文介绍了一种铑/刘易斯酸催化的[3+3]和[4+3]羰基酰化物与供体-受体（D-A）应变碳环的协同环加成法。该方法可以高效、立体选择性地获得结构多样的氧杂桥式碳环。该方法的特点是条件温和、步骤和原子经济性好，并可扩展到与 D-A 1, 2-二极的 [3+2] 环加成，从而构建氧杂桥式螺环。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.