Tetrahedron p. 1975 - 1982 (1983)
Update date:2022-09-26
Topics:
Narasimhan, N. S.
Mali, R. S.
Kulkarni, B. K.
N,N-Dimethyl-3,4-dimethoxy- and methylenedioxybenzylamines were lithiated and the organolithium intermediates treated with paraformaldehyde to give the 2-hydroxymethyl derivatives.The latter were converted to 7,8-dimethoxy- and methylenedioxyisochroman-3-ones through successive reaction with ClCOOEt, KCN and KOH.The isochromanones on condensation with homoveratrylamine or homopiperonylamine, followed by cyclisation and reduction furnished the protoberberine alkaloids.
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Doi:10.1016/S0040-4039(00)87339-6
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(1986)Doi:10.1007/BF00904723
(1964)Doi:10.1271/bbb.90649
(2010)Doi:10.1021/ja974072a
(1998)Doi:10.1016/S0040-4039(01)81861-X
(1981)
