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Rhodium( I )‐Catalyzed Regioselective Ring‐ Expanding Rearrangement of Allenylcyclopropanes into Methylenecyclopentenes
Author(s) -
Hayashi Minoru,
Ohmatsu Tadashi,
Meng YunPing,
Saigo Kazuhiko
Publication year - 1998
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/(sici)1521-3773(19980403)37:6<837::aid-anie837>3.0.co;2-r
Subject(s) - regioselectivity , cyclopropane , rhodium , ring (chemistry) , cationic polymerization , catalysis , chemistry , cleavage (geology) , bond cleavage , stereochemistry , organic chemistry , materials science , fracture (geology) , composite material
A highly regioselective C–C bond cleavage of the cyclopropane rings occurs in substituted allenylcyclopropanes in the presence of cationic rhodium( I ) complexes. Thus, ring expansion of readily accessible allenylcyclopropanes can be achieved to give 3‐methylenecyclopentenes, which could have applications as multifunctional synthetic building blocks.

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