236742-83-9Relevant articles and documents
Synthesis of optically active N-allyl amino compounds with defined trisubstituted double bonds
Boesche, Uwe,Nubbemeyer, Udo
, p. 6883 - 6904 (2007/10/03)
Optically active acyclic N-allylamino compounds with defined configurated trisubstituted double bonds were generated via a three step sequence. The first crucial step was a two-carbon chain elongation of chiral α-aminoacid esters succeeding in a Claisen ester condensation with acetic acid ester enolates. The so formed β-ketoesters were subjected to a one pot procedure of an enol trifluoromethanesulfonate generation and a consecutive palladium catalysed cross-coupling: A Stille or a Sonogashira type reaction allowed to generate selectively the trisubstituted E-olefins.