4.8 Article

Rhodium-catalyzed kinetic resolution of tertiary homoallyl alcohols via stereoselective carbon-carbon bond cleavage

Journal

ORGANIC LETTERS
Volume 10, Issue 6, Pages 1191-1193

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol800120p

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A nonenzymatic kinetic resolution of tertiary homoallyl alcohols has been developed through a rhodium-catalyzed retro-allylation reaction under simple conditions. Selectivity factors of up to 12 have been achieved by employing (R)-H(8)-binap as the ligand, and the reaction can be conducted on a preparative scale.

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