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Recent advances in [3+2] cycloaddition of allenes with 1,3-carbonyl ylides; Rh()-catalyzed access to bridged polyoxocarbocyles

This study summarizes the stereochemical outcomes of [3+2] cycloaddition of allene molecules with 1,3-dipolar carbonyl ylides derived from rhodium carbene-mediated diazo decomposition for the formation of highly diastereoselective poly oxacarbocycles. Since only rhodium is employed for this purpose,...

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Bibliographic Details
Published in:New journal of chemistry 2021-07, Vol.45 (25), p.1118-1129
Main Authors: Sahu, Santosh Kumar, Behera, Pradyota Kumar, Choudhury, Prabhupada, Sethi, Madhusudan, Jena, Satyaban, Rout, Laxmidhar
Format: Article
Language:English
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Summary:This study summarizes the stereochemical outcomes of [3+2] cycloaddition of allene molecules with 1,3-dipolar carbonyl ylides derived from rhodium carbene-mediated diazo decomposition for the formation of highly diastereoselective poly oxacarbocycles. Since only rhodium is employed for this purpose, further exploration of the reaction with other transition metals is lacking. A little research in this area surely depicts the need for further exploration of this technique using other transition metals and ylides (sulfur and nitrogen) for the synthesis of oxa-, aza-, and thia-bridged heterocarbocycles. These polyheterocycles will be future drug candidates being structurally analogous to anthecularin, artemisinin, englerin and intracarene. This review presents a future outlook for organic chemists for further exploration of the synthesis of bridged polyheterocarbocycles. This study summarizes the stereochemical outcomes of [3+2] cycloaddition of allene molecules with 1,3-dipolar carbonyl ylides derived from Rh( ii ) carbene-mediated diazo decomposition for the formation of highly diastereoselective poly oxacarbocycles.
ISSN:1144-0546
1369-9261
DOI:10.1039/d1nj02034j