A High‐Yielding Modular Access to the Lamellarins: Synthesis of Lamellarin G Trimethyl Ether, Lamellarin η and Dihydrolamellarin η | Zendy

Imbri Dennis | Zendy; Tauber Johannes | Zendy; Opatz Till | Zendy

Premium

A High‐Yielding Modular Access to the Lamellarins: Synthesis of Lamellarin G Trimethyl Ether, Lamellarin η and Dihydrolamellarin η

Author(s) -

Imbri Dennis,

Tauber Johannes,

Opatz Till

Publication year - 2013

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.201303563

Subject(s) - aldehyde , pyrrole , ring (chemistry) , ether , stereochemistry , modular design , chemistry , organic chemistry , computer science , catalysis , operating system

A deprotonated α‐aminonitrile serves as a key intermediate in a highly efficient (95 % per step on average; see scheme) modular synthetic approach to the lamellarin alkaloids. Its reaction with an α,β‐unsaturated aldehyde forms the central pyrrole ring in a one‐pot procedure. The construction of the fused pentacyclic skeleton is completed by a microwave‐assisted Ullmann‐type lactone formation.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research