Literature DB >> 16921569

Macrocyclization by ring-closing metathesis in the total synthesis of natural products: reaction conditions and limitations.

Ana Gradillas1, Javier Pérez-Castells.   

Abstract

The construction of macrocycles by ring-closing metathesis (RCM) is often used as the key step in the synthesis of natural products containing large rings. This reaction is attractive because of its high functional group compatibility and the possibility for further transformations. The finding of suitable reaction conditions is critical for the success of the synthesis. In this Minireview we summarize the efforts of many research groups to develop efficient RCM reactions on their way towards the total synthesis of natural macrocyclic products. Their findings should help in future synthesis to reduce the time-consuming phase of the optimization of the reaction conditions.

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Year:  2006        PMID: 16921569     DOI: 10.1002/anie.200600641

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  58 in total

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7.  Evolution of the total synthesis of (-)-okilactomycin exploiting a tandem oxy-cope rearrangement/oxidation, a Petasis-Ferrier union/rearrangement, and ring-closing metathesis.

Authors:  Amos B Smith; Todd Bosanac; Kallol Basu
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8.  Olefinic-lactone cyclizations to macrocycles.

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9.  Stereoselective access to Z and E macrocycles by ruthenium-catalyzed Z-selective ring-closing metathesis and ethenolysis.

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Authors:  Lauren E Rosebrugh; Myles B Herbert; Vanessa M Marx; Benjamin K Keitz; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2013-01-17       Impact factor: 15.419

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