4.6 Article

Highly enantioselective [4+2] cycloadditions of allenoates and dual activated olefins catalyzed by N-acyl aminophosphines

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 16, Pages 3195-3201

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob25295c

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Funding

  1. National Basic Research Program of China (973 Program) [2010CB833200]
  2. National Natural Science Foundation of China [21032006]
  3. Science and Technology Commission of Shanghai Municipality [11XD1406400]
  4. Excellent Young Scholars Foundation of National Natural Science Foundation of China [20525208]

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An asymmetric organocatalytic [4 + 2] cycloaddition between alpha-substituted allenoates and dual activated olefins using bifunctional N-acyl aminophosphine catalysts is described. The use of 2-cyano acrylate derived olefins led to the first successful incorporation of an electrophile derived from an aliphatic aldehyde into this reaction.

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