Total Synthesis of Exiguamines A and B Inspired by Catecholamine Chemistry | Zendy

Sofiyev Vladimir | Zendy; Lumb JeanPhilip | Zendy; Volgraf Matthew | Zendy; Trauner Dirk | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Total Synthesis of Exiguamines A and B Inspired by Catecholamine Chemistry

Author(s) -

Sofiyev Vladimir,

Lumb JeanPhilip,

Volgraf Matthew,

Trauner Dirk

Publication year - 2012

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201103605

Subject(s) - total synthesis , chemistry , cascade , tautomer , combinatorial chemistry , ammonium , stereochemistry , organic chemistry , chromatography

The evolution of a total synthesis of the exiguamines, two structurally unusual natural products that are highly active inhibitors of indolamine‐2,3‐dioxygenase (IDO), is described. The ultimately successful strategy involves advanced cross‐coupling methodology and features a potentially biosynthetic tautomerization/electrocyclization cascade reaction that forms two heterocycles and installs a quaternary ammonium ion in a single synthetic operation.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research