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A convenient route to cis- and trans-fused bicyclic ethers by ruthenium mediated ring-closing metathesis of diene and enyne carbohydrate derivatives

✍ Scribed by Michiel A. Leeuwenburgh; Camiel Kulker; Howard I. Duynstee; Herman S. Overkleeft; Gijsbert A. van der Marel; Jacques H. van Boom

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
601 KB
Volume
55
Category
Article
ISSN
0040-4020

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✦ Synopsis

A general approach towards the construction of highly functionalised pyranopyran and pyranofln-an systems via Grubbs [I~] catalysed ring-closing metatheses of neighbouring vinyl-O-allyl and vinyl-O-protmrgyl functions on monosaeeharide scaffolds is desen'bed.

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## Abstract 7‐Oxanorbornene derivatives functionalized with alkyneappendages undergo intramolecular enyne metathesis reactions to give __cis__‐fused 2,6‐dioxabicyclo[4.3.0]nonane derivatives. These compounds have a diene functionality thatallows their reaction with dienophiles (__N__‐phenylmaleimid