4.6 Article

Highly regioselective α-alkylation of α,β,γ,δ-unsaturated aldehydes

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 7, Pages 1714-1717

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob02059k

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Funding

  1. SERB, India [EMR/2014/000207]
  2. IIT Gandhinagar

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The first alpha-alkylation of alpha,beta,gamma,delta-unsaturated aldehydes is achieved under mild reaction conditions. Several alpha,beta,gamma,delta-unsaturated aldehydes and diarylcarbinols are successfully tested for the synthesis of MBH-type alpha-alkylated products with an excellent regioselectivity. Simple pyrrolidine is efficiently used as a catalyst to achieve a perfect E/Z selectivity of the alpha-alkylated products.

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