Exploitation of Rh(I)-Rh(III) cycles in enantioselective C-C bond cleavages: access to beta-tetralones and benzobicyclo[2.2.2]octanones

Rhodium(I)-catalyzed beta-carbon eliminations of tert-cyclobutanols followed by oxidative addition give benzorhoda(III)cyclopentenes. These key intermediates trigger intramolecular C-H arylations leading to beta-tetralones with quaternary stereogenic centers in excellent enantioselectivity. The versatility of the rhoda(III)cyclic species is further shown in formal intramolecular [4+2]-cycloadditions providing access to benzobicyclo[2.2.2]octanones.


Published in:
Chemical Science, 5, 2, 837-840
Year:
2014
Publisher:
Cambridge, Royal Soc Chemistry
ISSN:
2041-6520
Laboratories:




 Record created 2014-02-17, last modified 2018-09-13


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