Literature DB >> 18686962

Toward an efficient synthesis of taxane analogs by dienyne ring-closing metathesis.

María J Aldegunde1, Luis Castedo, Juan R Granja.   

Abstract

An efficient tandem ring-closing dienyne metathesis of dienynes derived from cyclohex-2-enone affords the [5.3.1] carbon framework characteristic of taxanes in a single-step process. Further stereoselective functionalizations of the resulting [5.3.1] carbon framework lead to an advanced intermediate in a novel synthetic strategy for taxane analogs.

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Year:  2008        PMID: 18686962     DOI: 10.1021/ol801469h

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

Review 1.  Reactions of Allylmagnesium Reagents with Carbonyl Compounds and Compounds with C═N Double Bonds: Their Diastereoselectivities Generally Cannot Be Analyzed Using the Felkin-Anh and Chelation-Control Models.

Authors:  Nicole D Bartolo; Jacquelyne A Read; Elizabeth M Valentín; K A Woerpel
Journal:  Chem Rev       Date:  2020-01-06       Impact factor: 60.622

2.  Synthesis of polyhydroxylated decalins via two consecutive one-pot reactions: 1,4-addition/aldol reaction followed by RCM/syn-dihydroxylation.

Authors:  Michał Malik; Sławomir Jarosz
Journal:  Beilstein J Org Chem       Date:  2016-12-01       Impact factor: 2.883

3.  Cascade Metathesis Reactions for the Synthesis of Taxane and Isotaxane Derivatives.

Authors:  Cong Ma; Aurélien Letort; Rémi Aouzal; Antonia Wilkes; Gourhari Maiti; Louis J Farrugia; Louis Ricard; Joëlle Prunet
Journal:  Chemistry       Date:  2016-04-08       Impact factor: 5.236

  3 in total

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