7-methoxycryptopleurine and laudanosine

7-methoxycryptopleurine has been researched along with laudanosine* in 1 studies

Other Studies

1 other study(ies) available for 7-methoxycryptopleurine and laudanosine

ArticleYear
Synthesis of alkaloids by Stevens rearrangement of nitrile-stabilized ammonium ylides: (±)-laudanosine, (±)-laudanidine, (±)-armepavine, (±)-7-methoxycryptopleurine, and (±)-xylopinine.
    The Journal of organic chemistry, 2013, May-17, Volume: 78, Issue:10

    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