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Synthesis of the C 18 ‐Norditerpenoid Alkaloid Neofinaconitine: A Lesson in Convergent Synthesis Planning
Author(s) -
Liu XiaoYu,
Chen David Y.K.
Publication year - 2014
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.201309201
Subject(s) - convergent synthesis , alkaloid , total synthesis , chemistry , stereochemistry , molecule , mannich reaction , biomimetic synthesis , diels–alder reaction , organic chemistry , catalysis
Hexacyclic framework : The total synthesis of the complex C 18 ‐norditerpenoid alkaloid neofinaconitine has been achieved by a convergent approach. This remarkable synthesis featured two Diels–Alder cycloadditions and subsequent Mannich‐type N ‐acyliminium and radical cyclizations to establish the unique hexacyclic core structure of the target molecule.