Rhodium(I)‐Catalyzed Ene–Allene–Allene [2+2+2] Cycloadditions: Stereoselective Synthesis of Complex  trans ‐Fused Carbocycles | Zendy

Brusoe Andrew T. | Zendy; Alexanian Erik J. | Zendy

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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.

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