Asymmetric synthesis of tetrahydrofurans and tetrahydropyrans with competitive [1,2]-phenylsulfanyl (PhS) migration (II): synthesis of protected tetrahydropyrans
Dj. Fox et al., Asymmetric synthesis of tetrahydrofurans and tetrahydropyrans with competitive [1,2]-phenylsulfanyl (PhS) migration (II): synthesis of protected tetrahydropyrans, CHEM COMMUN, (18), 2000, pp. 1781-1782
Enantiomerically enriched triols were treated with trimethylorthoacetate an
d pyridinium toluene p-sulfonate to give a mixture of unrearranged THF and
rearranged THP; treatment of the product mixture with toluene p-sulfonic ac
id equilibrated the mixture to the THP.