4.8 Article

Recent Advances in the Catalytic Syntheses of Allenes: A Critical Assessment

Journal

ACS CATALYSIS
Volume 4, Issue 2, Pages 519-528

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/cs401007m

Keywords

allenes; catalysis; axial chirality; asymmetric synthesis; chirality transfer

Funding

  1. Welch Foundation [AX-1735]
  2. Division Of Human Resource Development
  3. Direct For Education and Human Resources [1249284] Funding Source: National Science Foundation

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The increasing synthetic utility of allenes in organic synthesis combined with their incorporation into a growing list of natural products and active pharmaceutical ingredients has stimulated an intense effort recently to identify efficient catalytic methods for their synthesis. In addition, as the only common functional group in organic chemistry that possesses axial chirality, efforts to discover new asymmetric catalysts for the enantioselective synthesis of axially chiral allenes has intensified as these substrates become more ubiquitous as chiral building blocks for downstream asymmetric methodologies. Nonetheless, despite this intensive effort, the ability to access racemic or chiral allenes from readily available starting materials using catalytic processes has yet to meet the demand of their expanding applications. The focus of this Perspective is to provide a critical assessment on the most recent developments in the field of catalytic syntheses of allenes (2011-2013) highlighting both the advantages and limitations associated with current approaches with a future outlook on the unmet synthetic need that still persists.

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