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ChemInform Abstract: A New Prenylation Method Using the Lithium Enolate of Prenal. Reaction with Polyunsaturated Aldehydes. A Short Access to Retinal

Authors :
Jacques Poirier
Jérôme Emile Georges Guillemont
Lucette Duhamel
P. Chabardes
Source :
ChemInform. 23
Publication Year :
2010
Publisher :
Wiley, 2010.

Abstract

The enolate of prenal 1 prepared from the corresponding silyl enol ether 2 or enol acetate 3 led to a γ-regiospecific reaction with polyunsaturated aldehydes 4 yielding dihydropyrans 5 leading after hydrolysis to polyenals 7 . This process allows the introduction of the isoprenyl skeleton. A synthesis of retinal. from β-ionylidenacetaldehyde is reported.

Details

ISSN :
09317597
Volume :
23
Database :
OpenAIRE
Journal :
ChemInform
Accession number :
edsair.doi...........5c5905cedb5a469767aeb8b231e06952
Full Text :
https://doi.org/10.1002/chin.199220268