119353-35-4Relevant academic research and scientific papers
OXIDATION OF ALDEHYDES TO α,β-UNSATURATED ALDEHYDES VIA α-CHLOROALDIMINES
Kimpe, Norbert De,Stevens, Christian
, p. 41 - 46 (2007/10/02)
The oxidation of aldehydes to α,β-unsaturated aldehydes has been performed by a sequence of reactions involving conversion into aldimines, chlorination at the α-position to form α-chloroaldimines, base-induced dehydrochlorination and hydrolysis.The four-step transformation can be executed without isolation of the intermediates.This method has been applied to the synthesis of an artificial flavor, i.e. 2-butyl-3-phenylpropenal.
Synthesis of Secondary Allylic Amines
Kimpe, Norbert de,Stanoeva, Elena,Verhe, Roland,Schamp, Niceas
, p. 587 - 592 (2007/10/02)
Secondary allylic amines were synthesized from aldehydes and primary amines via successive conversion into aldimines, α-haloaldimines and α,β-unsaturated aldimines, the latter being selectively reduced by sodium borohydride at the imino function.This method allowed the synthesis of secondary allylic amines with high preponderance of the E-stereochemistry.A comparison was made with an alternative method involving the generation of α,β-unsaturated aldimines from α,β-unsaturated aldehydes and primary amines, and subsequent borohydride reduction.
