Title

Electrophile-induced ether transfer: Stereoselective synthesis of 2,4,6-trisubstituted tetrahydropyrans

Document Type

Article

Publication Date

9-24-2007

Abstract

(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

First Page

6874

Last Page

6877

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