7-methoxycryptopleurine has been researched along with laudanosine* in 1 studies
1 other study(ies) available for 7-methoxycryptopleurine and laudanosine
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Synthesis of alkaloids by Stevens rearrangement of nitrile-stabilized ammonium ylides: (±)-laudanosine, (±)-laudanidine, (±)-armepavine, (±)-7-methoxycryptopleurine, and (±)-xylopinine.
The Stevens rearrangement of nitrile-stabilized ammonium ylides in conjunction with the reductive removal of the nitrile function permits the facile construction of α-branched amines from α-aminonitriles. We employed this reaction sequence for the preparation of (±)-laudanosine, (±)-laudanidine and (±)-armepavine, (±)-7-methoxycryptopleurine, and (±)-xylopinine from two closely related and readily accessible bicyclic α-aminonitriles. The final products were obtained in high to almost quantitative yields (71-98%) from the quaternary ammonium salts obtained by N-alkylation of these starting materials. Topics: Benzylisoquinolines; Berberine Alkaloids; Isoquinolines; Molecular Structure; Nitriles; Quaternary Ammonium Compounds; Quinolizines; Stereoisomerism | 2013 |