Back
Enantioselective Iridium-Catalyzed α-Allylation with Aqueous Solutions of Acetaldehyde.
Journal article

Enantioselective Iridium-Catalyzed α-Allylation with Aqueous Solutions of Acetaldehyde.

  • Sandmeier T ETH Zürich , Vladimir-Prelog-Weg 3, HCI , 8093 Zürich , Switzerland.
  • Carreira EM ETH Zürich , Vladimir-Prelog-Weg 3, HCI , 8093 Zürich , Switzerland.
  • 2020-01-23
Published in:
  • Organic letters. - 2020
Physical and Theoretical Chemistry
Organic Chemistry
Biochemistry
English The enantioselective α-allylation of aqueous solutions of acetaldehyde using iridium- and amine-catalyzed substitution of racemic allylic alcohols is described. The method utilizes a readily available, safely handled aqueous solution of acetaldehyde and furnishes γ,δ-unsaturated aldehydes in good yields and greater than 99% enantiomeric excess. The synthetic potential of the method is demonstrated with the enantioselective formal syntheses of heliannuols C and E as well as heliespirones A and C.
Language
  • English
Open access status
closed
Identifiers
Persistent URL
https://folia.unifr.ch/global/documents/101235
Statistics
Document views: 16 File downloads: