Synthese der macrocyclischen Spermidin‐Alkaloide Oncinotin, Neooncinotin, Isooncinotin und Pseudooncinotin in racemischer Form. 159. Mitteilung über Alkaloide | Zendy

Guggisberg Armin | Zendy; Broek Peter Van Den | Zendy; Hesse Manfred | Zendy; Schmid Hans | Zendy; Schneider Fernand | Zendy; Bernauer Karl | Zendy

Premium

Synthese der macrocyclischen Spermidin‐Alkaloide Oncinotin, Neooncinotin, Isooncinotin und Pseudooncinotin in racemischer Form. 159. Mitteilung über Alkaloide

Author(s) -

Guggisberg Armin,

Broek Peter Van Den,

Hesse Manfred,

Schmid Hans,

Schneider Fernand,

Bernauer Karl

Publication year - 1976

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19760590839

Subject(s) - chemistry , piperidine , stereochemistry , bromide , derivative (finance) , spermidine , organic chemistry , financial economics , economics , enzyme

Synthesis of the Macrocyclic Spermidine Alkaloids Oncinotine, Neooncinotine, Isooncinotine and Pseudooncinotine in Racemic Forms . The four isomeric spermidine alkaloids ( Scheme 1 ) mentioned in the title were synthesized as follows: Reaction of the piperidine derivative 5 and the bromide 6 led to the intermediate 13 which was converted to (±)‐oncinotine (±‐ 1 ) and (±)‐pseudooncinotine (±‐ 4 ) ( Scheme 3 ). The analogous reaction of 5 and the isomeric bromid 7 gave the intermediate 22 from which (±)‐neooncinotine (±‐ 2 ) and (±)‐isooncinotine (±‐ 3 ) were synthesized ( Scheme 4 ). The overall yields were found to be between 22 (±‐ 1 ) and 54% (±‐ 3 ).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research