Fumarate of(S,S)-alpha,alpha'-Bis(trifluoromethyl)-1,8-anthracenedimethanol.A Chiral Macrocycle for the Diels-Alder Reaction with Cyclopentadiene

摘要

The synthesis and structural study of the fumarate of(S,S)-alpha,alpha'-bis(trifluoromethyl)-1,8-anthracenedimethanol by NMR spectroscopy are reported.The conformational study of the 13-membered macrocycle is presented.The cited alcohol is assayed as a chiral auxiliary in a Diels-Alder reaction with cyclopentadiene,and after methanolysis,provides the nor-bornene derivative with high enantioselectivity.