Synthesis of 2,6-trans-disubstituted 5,6-dihydropyrans from (Z)-1,5-syn-endiols

Certain (Z)-1,5-syn-diols 2 may be converted into 2,6-trans-5,6-dihydropyrans by using phosphonium salt 4 or phosphorane 5 as dehydrating agents. A more general four step procedure converts the (Z)-1,5-syn-endiols into enantiomeric dihydropyrans ent-3 via regioselective silylation of the allylic alc...

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Bibliographic Details
Main Authors: Eric M. Flamme, William R. Roush
Format: Article
Language:English
Published: Beilstein-Institut 2005-08-01
Series:Beilstein Journal of Organic Chemistry
Online Access:https://doi.org/10.1186/1860-5397-1-7