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A Mechanism Switch in Enyne Metathesis Reactions Involving Rearrangement: Influence of Heteroatoms in the Propargylic Position
Author(s) -
Randl Stefan,
Lucas Norbert,
Con Stephen J.,
Blechert Siegfried
Publication year - 2002
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/1615-4169(200208)344:6/7<631::aid-adsc631>3.0.co;2-w
Subject(s) - chemistry , enyne metathesis , heteroatom , metathesis , salt metathesis reaction , cope rearrangement , domino , mechanism (biology) , enyne , reaction mechanism , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , ring (chemistry) , polymerization , philosophy , epistemology , polymer
Abstract Novel findings concerning the mechanism of enyne metathesis reactions involving rearrangement are presented. It has been demonstrated that the presence of either oxygen or nitrogen at the propargylic position leads to opposite regioselectivities in the presence of a cross‐metathesis partner. The application of these reactions to domino processes is also described.

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