4.8 Article

Regioselective Hydroformylation of Allylic Alcohols

Journal

ORGANIC LETTERS
Volume 13, Issue 10, Pages 2686-2689

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200782d

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Funding

  1. ACS-PRF [DNI-5001400]
  2. NIGMS [RO1GM087581]
  3. NSF [DBI-0619576]

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A highly regioselective hydroformylation of allylic alcohols is reported toward the synthesis of p-hydroxy-acid and aldehyde products. The selectivity is achieved through the use of a ligand that reversibly binds to alcohols in situ, allowing for a directed hydroformylation to occur. The application to trisubstituted olefins was also demonstrated, which yields a single diastereomer product consistent with a stereospecific addition of CO and hydrogen.

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