title: Carbamate-directed benzylic lithiation for the diastereo- and enantioselective synthesis of diaryl ether atropisomers.
abstract: Diaryl ethers carrying carbamoyloxymethyl groups may be desymmetrised enantio- and diastereoselectively by the use of the sec-BuLi-(-)-sparteine complex in diethyl ether. Enantioselective deprotonation of one of the two benzylic positions leads to atropisomeric products with ca. 80:20 e.r.; an electrophilic quench typically provides functionalised atropisomeric diastereoisomers in up to 97:3 d.r.
authors: School of Chemistry, University of Manchester, Oxford Rd., Manchester M13 9PL, UK.
authors: Abigail
authors: A
authors: Page
authors: Jonathan
authors: J
authors: Clayden