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Chromium(0)‐Catalyzed Tandem Cyclization of α,β‐Unsaturated Thioimidates Containing an Enyne Moiety
Author(s) -
Karibe Yusuke,
Kusama Hiroyuki,
Iwasawa Nobuharu
Publication year - 2012
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.201201505
Subject(s) - moiety , enyne , chemistry , nucleophile , bicyclic molecule , catalysis , decane , chromium , enyne metathesis , tandem , carbene , medicinal chemistry , combinatorial chemistry , organic chemistry , materials science , polymer , metathesis , polymerization , composite material
Bicyclic : The diastereoselective synthesis of functionalized 1‐azabicyclo[5.3.0]decane derivatives proceeds through 1,7‐electrocyclization of the zwitterionic intermediates that are formed in the cyclization of α,β‐unsaturated thioimidates containing an enyne moiety (see scheme). Furthermore 1,4‐addition of nucleophiles to α,β‐unsaturated carbene complex intermediates was also achieved.