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Constituents of Tropical Medicinal Plants, LXIII: Synthesis of 2‐Methoxyonychine Alkaloids ‐ Structure Revision of Oxylopidine
Author(s) -
Achenbach Hans,
Schwinn Andreas
Publication year - 1994
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19943271202
Subject(s) - crotonaldehyde , yield (engineering) , chemistry , condensation , organic chemistry , materials science , physics , metallurgy , thermodynamics , catalysis
Condensation of β‐aminocinnamic acid esters with 3‐chloro‐2‐methoxy‐crotonaldehyde opened an easy access to 2‐phenyl‐5‐methoxy‐4‐methylnicotinic acid esters which were cyclized by polyphosphoric acid to yield the corresponding 2‐methoxyonychines. By this method a number of 2‐methoxy‐substituted onychines were prepared for the first time, i.a. oxylopidine, the structure of which has to be revised.