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Synthesis of Functionalized Polycyclic Compounds: Rhodium(I)‐Catalyzed Intramolecular Cycloaddition of Yne and Ene Vinylidenecyclopropanes
Author(s) -
Lu BeiLi,
Shi Min
Publication year - 2011
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.201105292
Subject(s) - cyclobutene , cycloaddition , intramolecular force , ene reaction , chemistry , rhodium , catalysis , cyclooctene , ring (chemistry) , medicinal chemistry , combinatorial chemistry , organic chemistry
Three ring circus : The title reaction can efficiently provide functionalized polycyclic compounds containing cyclobutene (see scheme; PG=protecting group) or aza‐cyclooctene moieties in a highly regio‐ and diastereoselective manner with moderate to good yields under mild reaction conditions. The scope and limitations are disclosed and plausible reaction mechanisms are discussed.