Asymmetric synthesis of tetrahydrofurans and tetrahydropyrans with competitive [1,2]-phenylsulfanyl (PhS) migration (II): synthesis of protected tetrahydropyrans

Citation
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
Citations number
6
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
18
Year of publication
2000
Pages
1781 - 1782
Database
ISI
SICI code
1359-7345(2000):18<1781:ASOTAT>2.0.ZU;2-N
Abstract
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.