931094-06-3Relevant articles and documents
Enantioselective synthesis of an atropisomeric diaryl ether
Clayden, Jonathan,Worrall, Christopher P.,Moran, Wesley J.,Helliwell, Madeleine
supporting information; experimental part, p. 3234 - 3237 (2009/02/08)
(Chemical Equation Presented) Twisted ethers: Introduction of a bulky alkylsulfinyl substituent ortho to the C-O axis of a diaryl ether imposes a powerful conformational preference (see scheme). The preference persists upon oxidation of the sulfoxide to a sulfone, leading to dynamic thermodynamic resolution of the atropisomeric ether. This is the first enantioselective synthesis of an atropisomeric diaryl ether not forming part of a macrocyclic ring.
