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Model Studies for the Preparation of Oxepanes and Fused Compounds by Tandem [4+3] Cycloaddition/Ring‐Opening Metathesis/Cross Metathesis
Author(s) -
Disetti Paolo,
Piras Linda,
Moccia Maria,
Saviano Michele,
Adamo Mauro F. A.
Publication year - 2017
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.201700994
Subject(s) - cycloaddition , bicyclic molecule , chemistry , metathesis , tandem , ring (chemistry) , ether , combinatorial chemistry , ring closing metathesis , salt metathesis reaction , stereochemistry , organic chemistry , catalysis , polymer , materials science , composite material , polymerization
Functionalised medium‐sized ether rings were prepared in an efficient manner by [4+3] cycloaddition followed by ring‐opening metathesis. This procedure provided medium‐sized rings, which were shown to be useful for the assembly of fused bicyclic structures present in complex natural compounds. The potential of the chemistry described in this paper to be used in synthesis has been demonstrated by the preparation of functionalised large cyclic ethers and bicyclic structures.