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Rhodium(I)‐Catalyzed Ene–Allene–Allene [2+2+2] Cycloadditions: Stereoselective Synthesis of Complex trans ‐Fused Carbocycles
Author(s) -
Brusoe Andrew T.,
Alexanian Erik J.
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.201100272
Subject(s) - allene , stereocenter , stereoselectivity , chemistry , trifluoromethanesulfonate , stereochemistry , rhodium , catalysis , organic chemistry , enantioselective synthesis
A complex situation : The title reaction was utilized for the construction of a variety of trans ‐fused hydrindanes and decalins in a highly convergent manner (see scheme; binap=2,2′‐bis(diphenylphosphanyl)‐1,1′‐binaphthyl, Tf=trifluoromethanesulfonate), with three σ bonds, two rings, and up to four contiguous stereocenters generated in a regio‐ and stereoselective fashion.