1426434-49-2Relevant academic research and scientific papers
An approach to the synthesis of enantiopure tetrahydroisoquinoline via a key asymmetric Ugi reaction
Pan, Li,Chen, Ruijiao,Ni, Dongshun,Xia, Liang,Chen, Xiaochuan
, p. 241 - 245 (2013/03/13)
An approach to the synthesis of the multisubstituted tetrahydroisoquinoline featuring an asymmetric Ugi reaction of α-amino acid, aromatic aldehyde and an isocyanide has been developed. The promising utility of the strategy is demonstrated by a synthesis of an enantiopure functionalized 1,3-trans-tetrahydroisoquinolin-4-ol from natural l-valine. The configuration of the two stereocenters at C-1 and C-4, generated in the Ugi reaction and Pomeranz-Fritsch-type cyclization separately, was controlled very well and determined by NMR studies. Georg Thieme Verlag Stuttgart New York.
