Development of a robust reagent for the two-carbon homologation of aldehydes to (E)-[small alpha],[small beta]-unsaturated aldehydes in water

Green Chem., 2013, 15,3146-3149
DOI: 10.1039/C3GC41383G, Communication
James McNulty, Carlos Zepeda-Velazquez, David McLeod
Department of Chemistry & Chemical Biology, McMaster University, 1280 main Street West, Hamilton, Canada
Synthesis of a new pinacolacetal-phosphonium salt and its reaction with aldehydes in water to give homologated acetals and two-carbon homologated unsaturated aldehydes is presented.

Development of a robust reagent for the two-carbon homologation of aldehydes to (E)-[small alpha],[small beta]-unsaturated aldehydes in water

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http://pubs.rsc.org/en/Content/ArticleLanding/2013/GC/C3GC41383G?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

 

Synthesis of a new pinacolacetal-phosphonium salt and its reaction with aldehydes to give homologated acetals and two-carbon homologated unsaturated aldehydes is presented. The chemistry takes place in water under mild conditions and the sequence can be performed in one-flask operation.

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