Palladium-Catalyzed Cascade Assembly of Tricyclic Spiroethers from Diene-Alcohol Precursors

David Lankri; Yelena Mostinski; Dmitry Tsvelikhovsky

doi:10.1021/acs.joc.7b01481

Palladium-Catalyzed Cascade Assembly of Tricyclic Spiroethers from Diene-Alcohol Precursors

David Lankri, Yelena Mostinski, Dmitry Tsvelikhovsky

School of Pharmacy

The Hebrew University of Jerusalem

Research output: Contribution to journal › Article › peer-review

Abstract

Palladium-catalyzed carboetherification-Heck reactions to form tricyclic spiroethers, which are frequently observed as scaffold segments of various biochemical compounds, from simple diene-alcohols have been carried out in a cascade fashion. This is the first attempt to link simple alcohols with diverse, medium-sized spiroether architectures. The reported synthetic strategy is short and robust and offers rapid delivery of a broad spectrum of tricyclic spiranoid ethers.

Original language	English
Pages (from-to)	9452-9463
Number of pages	12
Journal	Journal of Organic Chemistry
Volume	82
Issue number	18
DOIs	https://doi.org/10.1021/acs.joc.7b01481
State	Published - 15 Sep 2017

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/acs.joc.7b01481

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abstract = "Palladium-catalyzed carboetherification-Heck reactions to form tricyclic spiroethers, which are frequently observed as scaffold segments of various biochemical compounds, from simple diene-alcohols have been carried out in a cascade fashion. This is the first attempt to link simple alcohols with diverse, medium-sized spiroether architectures. The reported synthetic strategy is short and robust and offers rapid delivery of a broad spectrum of tricyclic spiranoid ethers.",

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AB - Palladium-catalyzed carboetherification-Heck reactions to form tricyclic spiroethers, which are frequently observed as scaffold segments of various biochemical compounds, from simple diene-alcohols have been carried out in a cascade fashion. This is the first attempt to link simple alcohols with diverse, medium-sized spiroether architectures. The reported synthetic strategy is short and robust and offers rapid delivery of a broad spectrum of tricyclic spiranoid ethers.

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Palladium-Catalyzed Cascade Assembly of Tricyclic Spiroethers from Diene-Alcohol Precursors

Abstract

All Science Journal Classification (ASJC) codes

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