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Keywords:

  • aldehydes;
  • coupling reactions;
  • epoxides;
  • nickel;
  • rhodium
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Several lines of evidence suggest that reduction of the carbonyl group occurs after epoxide-ring opening in the first examples of catalytic, reductive coupling of epoxides and aldehydes (see scheme). The hydroxyether products are obtained with >95:5 regioselectivity in all cases, independent of the steric and electronic nature of R1 and R2.