Electrophile-induced ether transfer: Stereoselective synthesis of 2,4,6-trisubstituted tetrahydropyrans
(Chemical Equation Presented) A negative attack: Synthesis of 4-alkoxy-2,6-cis- and its stereocomplementary 4-alkoxy-2,6-trans- tetrahydropyrans has been achieved in high yield and with excellent stereocontrol by a common strategy: electrophile-induced ether-transfer, cyclization, and functionalization reactions (see scheme; Bn = benzyl; BPS = tert-butyldiphenylsilyl;TBS = tert-butyldimethylsilyl; TEA = triethylamine). © 2007 Wiley-VCH Verlag GmbH &. Co. KGaA.
Publication Source (Journal or Book title)
Angewandte Chemie - International Edition
Kartika, R., & Taylor, R. (2007). Electrophile-induced ether transfer: Stereoselective synthesis of 2,4,6-trisubstituted tetrahydropyrans. Angewandte Chemie - International Edition, 46 (36), 6874-6877. https://doi.org/10.1002/anie.200702018