
Tetrahedron Letters p. 7591 - 7593 (1990)
Update date:2022-08-03
Topics:
Hirsenkorn, Rolf
A new strategy for the asymmetric synthesis of 1-benzyl-1,2,3,4-tetrahydroisoquinolines 7 - 9 has been developed.The route involves introduction of asymmetry via enantioselective epoxidation or dihydroxylation of corresponding stilbene precursors followed by aminolysis and Pomeranz-Fritsch cyclization.The strategy has been successfully applied to the asymmetric synthesis of (R)-reticuline (9), the key intermediate in the synthesis of morphine alkaloids on the biomimetic route.
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