181381-29-3Relevant academic research and scientific papers
A practical, enantioselective synthesis of the fragrances canthoxal and silvial, and evaluation of their olfactory activity
Beghetto, Valentina,Scrivanti, Alberto,Bertoldini, Matteo,Aversa, Manuela,Zancanaro, Aurora,Matteoli, Ugo
, p. 272 - 278 (2015)
The fragrances (S)-(+)- and (R)-(-)-canthoxal [(S)-(+)- and (R)-(-)-3-(4-methoxyphenyl)-2-methylpropanal] and (+)- and (-)-Silvial [(+)- and (-)-3-(4-isobutylphenyl)-2-methylpropanal] have been synthesized in high enantiopurity via a simple fou
Acid promoted CIDT for the deracemization of dihydrocinnamic aldehydes with Betti's base
Rosini, Goffredo,Paolucci, Claudio,Boschi, Francesca,Marotta, Emanuela,Righi, Paolo,Tozzi, Francesco
experimental part, p. 1747 - 1757 (2011/02/28)
Racemic α-epimerizable and unfunctionalized aldehydes have been converted into enantiomerically enriched mixtures through a sequence of (i) a conversion into the diastereoisomeric 3-substituted 1-phenyl-2,3-dihydro-1H- naphtho[1,2-e][1,3]oxazines by reaction with the (R)- or (S)-1-(α- aminobenzyl)-2-naphthol (Betti's base), (ii) an acid promoted crystallization-induced diastereoisomer transformation (CIDT), and (iii) a clean cleavage of the dihydro-1,3-naphthoxazinic ring of the enriched diastereoisomer, easily collected by filtration, allowing the recovery of the enantiomerically enriched aldehydes and the chiral auxiliary.
