Bio‐Inspired Dimerization Reaction of Tryptophan Derivatives in Aqueous Acidic Media: Three‐Step Syntheses of (+)‐WIN 64821, (−)‐Ditryptophenaline, and (+)‐Naseseazine B | Zendy

Tadano Shinji | Zendy; Mukaeda Yuri | Zendy; Ishikawa Hayato | Zendy

Premium

Bio‐Inspired Dimerization Reaction of Tryptophan Derivatives in Aqueous Acidic Media: Three‐Step Syntheses of (+)‐WIN 64821, (−)‐Ditryptophenaline, and (+)‐Naseseazine B

Author(s) -

Tadano Shinji,

Mukaeda Yuri,

Ishikawa Hayato

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201303143

Subject(s) - aqueous medium , amine gas treating , combinatorial chemistry , tryptophan , chemistry , computer science , aqueous solution , organic chemistry , amino acid , biochemistry

Doubling up : The direct bio‐inspired dimerization of commercially available amine‐free tryptophan derivatives in aqueous acidic media provides C 2 ‐symmetrical and nonsymmetrical dimeric compounds. Further processing completes the concise syntheses of naturally occurring dimeric diketopiperazine alkaloids such as (+)‐WIN 64821 (see picture) in overall yields of up to 20 %.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research