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Total Synthesis of (+)‐β‐Erythroidine
Author(s) -
Fukumoto Hironori,
Takahashi Keisuke,
Ishihara Jun,
Hatakeyama Susumi
Publication year - 2006
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.200600210
Subject(s) - enyne metathesis , closing (real estate) , tandem , metathesis , chemistry , stereochemistry , computer science , political science , organic chemistry , engineering , law , polymerization , aerospace engineering , polymer
Enyne enyne oh! The first total synthesis of (+)‐β‐erythroidine, a non‐aromatic Erythrina alkaloid, is demonstrated. The key steps involved are Lewis acid promoted cyclization of an epoxy–trichloroacetimidate intermediate and tandem ring‐closing metathesis (RCM) of the dienyne (see scheme).