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Ruthenium‐Triggered Ring Opening of Ethynylcyclopropanes: [3+2] Cycloaddition with Aldehydes and Aldimines Involving Metal Allenylidene Intermediates
Author(s) -
Miyake Yoshihiro,
Endo Satoshi,
Moriyama Taichi,
Sakata Ken,
Nishibayashi Yoshiaki
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.201207801
Subject(s) - ruthenium , aldimine , cycloaddition , chemistry , combinatorial chemistry , catalysis , metal , computer science , medicinal chemistry , organic chemistry
It's complex : Ruthenium‐catalyzed [3+2] cycloaddition of ethynylcyclopropanes with aldehydes and aldimines has been found to give the corresponding 2‐ethynyltetrahydrofurans or ‐pyrrolidines in high to excellent yields. In both cases, the formation of a ruthenium allenylidene complex as a key reactive intermediate is supported by density functional theory calculations. Cp*=η 5 ‐C 5 Me 5 .