75001-15-9Relevant academic research and scientific papers
Synthesis of phenyl analog of retinoic acid methyl ester proceeding from 3-(bromomethyl)but-3-enal diethylacetal
Masyuk,Mineeva
, p. 1642 - 1650 (2017/12/29)
Aromatic analog of retinoic acid methyl ester was prepared using a convenient prenylating agent, 3-(bromomethyl)but-3-enal diethylacetal, and Barbier reaction in the key stage of building up the carbon chain of target molecules. A version is offered of the synthesis of methylidene analog of aromatic retinoic acid.
Prenylation reaction performed with catalytically generated potassium prenal dienolate
Cahard, Dominique,Duhamel, Lucette,Lecomte, Sandrine,Poirier, Jean-Marie
, p. 1399 - 1401 (2007/10/03)
A new prenylation method based on the reaction of catalytically generated potassium dienolate of prenal with α,β-unsaturated aldehydes is described. The reaction is highly regioselective, via a γ-1,2-addition, and provides an efficient route to retinal.
A New Vinylic Organolithium Reagent: An Expedient C10 + C10 Synthesis of Retinal
Duhamel, L.,Duhamel, P.,Gallic, Y. Le
, p. 319 - 322 (2007/10/02)
2,6-Dimethyl-8-methoxy-1-lithio-octatetra-1,3,5,7-ene 4 is prepared by bromine-lithium exchange from its readily accessible bromo precursor 8.The lithio reagent 4 reacts with carbonyl compounds to give in one pot, after a mild acidic hydrolysis, the retinoid aldehydes 2.
