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Catalytic Ring Expansion of Cyclic Hemiaminals for the Synthesis of Medium‐Ring Lactams
Author(s) -
Zhao Wanxiang,
Qian Hui,
Li Zigang,
Sun Jianwei
Publication year - 2015
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.201504926
Subject(s) - ring (chemistry) , catalysis , lactam , intermolecular force , chemistry , combinatorial chemistry , nitrogen atom , stereochemistry , organic chemistry , molecule
A mild and efficient intermolecular ring‐expansion approach was developed for the synthesis of medium‐ring lactams by using siloxy alkynes. Key to success is the suitable combination of a superior catalyst and an exceptional nitrogen‐protecting group. Control experiments indicated that the reaction is remarkably selective toward the desired lactam formation, even with many possible non‐productive pathways.