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PtCl 2 ‐Catalyzed Hydrative Cyclization of Trialkyne Functionalities to Form Bicyclic Spiro Ketones
Author(s) -
Chang HsuKai,
Datta Swarup,
Das Arindam,
Odedra Arjan,
Liu RaiShung
Publication year - 2007
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.200700022
Subject(s) - bicyclic molecule , regioselectivity , alkyne , catalysis , chemistry , aldol condensation , medicinal chemistry , ketone , aldol reaction , organic chemistry
Triple rounds : A regioselective hydrative cyclization of triynes has been developed to give bicyclic β‐hydroxy spiro ketones, which undergo subsequent dehydration to give the β,γ‐unsaturated ketones (see scheme). Model reactions suggest that this platinum catalysis includes two selective hydrations, an alkyne insertion, and an aldol condensation.