4.8 Article

[Rh(CO)2Cl]2-catalyzed domino reactions involving allylic substitution and subsequent carbocyclization reactions

Journal

ORGANIC LETTERS
Volume 7, Issue 8, Pages 1661-1663

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0504300

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Funding

  1. NIGMS NIH HHS [GM31077] Funding Source: Medline

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Three novel domino reaction processes have been discovered and developed that employ the regioselective and stereoselective [Rh(CO)(2)Cl](2)-catalyzed alkylations of allylic trifluoroacetates with alpha-substituted sodiomalonates followed by an intramolecular Pauson-Khand annulation, a [5 + 2] cycloaddition, or a cycloisomerization. A unique aspect of the methodology is that a single catalyst is used to effect sequential transformations simply by increasing the temperature for the second reaction.

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