1415656-14-2Relevant academic research and scientific papers
Synthesis of the 1-phenethyltetrahydroisoquinoline alkaloids (+)-dysoxyline, (+)-colchiethanamine, and (+)-colchiethine
Reddy, Raju Jannapu,Kawai, Nobuyuki,Uenishi, Jun'Ichi
, p. 11101 - 11108 (2012)
Asymmetric total syntheses of the 1-phenethyl-1,2,3,4- tetrahydroisoquinoline alkaloids (+)-dysoxyline (1), (+)-colchiethanamine (2), and (+)-colchiethine (3) are described. In the synthetic routes, coupling of a key, enatiomerically pure 1-(sulfonylmethyl)tetrahydroisoquinoline with aromatic aldehydes, performed by using the Julia-Kocienski reaction, afforded the corresponding 1-(β-styryl)-substituted tetrahydroisoquinolines with complete retention of the absolute configuration at the C1 carbon atom. Functionalization of the products generated in these processes by using four-or five-step sequences gave the target alkaloids 1-3.
