Literature DB >> 15330584

Highly efficient synthesis of terminal alkenes from ketones.

Hélène Lebel1, Danielle Guay, Valérie Paquet, Kim Huard.   

Abstract

[reaction: see text] The rhodium(I)-catalyzed methylenation of ketones using trimethylsilyldiazomethane proceeds to give the corresponding alkenes in good yields (60-97%). The use of an excess of 2-propanol and 1,4-dioxane as a solvent were instrumental to obtain the desired alkenes in high yields. Superior results were achieved with the rhodium(I)-catalyzed methylenation in comparison with the standard Wittig reaction.

Entities:  

Year:  2004        PMID: 15330584     DOI: 10.1021/ol049085p

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


  4 in total

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Authors:  Yang Yang; Mingji Dai
Journal:  Synlett       Date:  2014       Impact factor: 2.454

2.  Synthesis of ent-kaurane and beyerane diterpenoids by controlled fragmentations of overbred intermediates.

Authors:  Emily C Cherney; Jason C Green; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-16       Impact factor: 15.336

3.  Divergent total syntheses of lyconadins A and C.

Authors:  Yang Yang; Christopher W Haskins; Wandi Zhang; Pui Leng Low; Mingji Dai
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-05       Impact factor: 15.336

4.  Palladium-catalyzed hydroalkylation of methylenecyclopropanes with simple hydrazones.

Authors:  Jinzhong Yao; Zhangpei Chen; Lin Yu; Leiyang Lv; Dawei Cao; Chao-Jun Li
Journal:  Chem Sci       Date:  2020-05-15       Impact factor: 9.825

  4 in total

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