Synthesis of Methoxy‐Substituted Exocyclic ( E )‐ and ( Z )‐Unsaturated Methyl Pyranosides and a Study of Their Reactivity towards Lewis Acids | Zendy

Deleuze Aurélie | Zendy; Sollogoub Matthieu | Zendy; Blériot Yves | Zendy; Marrot Jérôme | Zendy; Sinaÿ Pierre | Zendy

Premium

Synthesis of Methoxy‐Substituted Exocyclic ( E )‐ and ( Z )‐Unsaturated Methyl Pyranosides and a Study of Their Reactivity towards Lewis Acids

Author(s) -

Deleuze Aurélie,

Sollogoub Matthieu,

Blériot Yves,

Marrot Jérôme,

Sinaÿ Pierre

Publication year - 2003

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200300105

Subject(s) - chemistry , enol , reactivity (psychology) , lewis acids and bases , derivative (finance) , enol ether , double bond , stereochemistry , organic chemistry , medicinal chemistry , catalysis , medicine , alternative medicine , pathology , financial economics , economics

The first synthesis of methoxy‐substituted exocyclic ( E )‐ and ( Z )‐unsaturated methyl pyranosides is reported involving the syn elimination of a selenoxide derivative as a key step. The rearrangement of these exocyclic enol ethers in the presence of TIBAL and DIBAL‐H is also described. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research