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Protecting‐Group‐Free Total Synthesis of (−)‐Rhazinilam and (−)‐Rhazinicine using a Gold‐Catalyzed Cascade Cyclization
Author(s) -
Sugimoto Kenji,
Toyoshima Kazuki,
aka Shiori,
Kotaki Kenta,
Ueda Hirofumi,
Tokuyama Hidetoshi
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.201303067
Subject(s) - scope (computer science) , generality , cascade , total synthesis , computer science , production (economics) , database , chemistry , stereochemistry , programming language , psychology , chromatography , psychotherapist , economics , macroeconomics
‘Rhaz'zmatazz : A total synthesis of (−)‐rhazinilam and the first asymmetric total synthesis of (−)‐rhazinicine were accomplished by using constructing the indolizinone core through the gold‐catalyzed cyclization of a fully elaborated linear ynamide. The scope and generality of this cascade reaction for the construction of highly substituted indolizinones were also investigated.