Premium
Olefin Metathesis: A Reversible Stimulus for a Conformational Switch
Author(s) -
Garcia M.Elisa Juarez,
Fröhlich Ute,
Koert Ulrich
Publication year - 2007
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.200700068
Subject(s) - chemistry , decalin , olefin metathesis , ring closing metathesis , ring (chemistry) , ring size , stereochemistry , metathesis , salt metathesis reaction , organic chemistry , catalysis , polymerization , polymer
A ring‐closing olefin metathesis (RCM) to an eight‐membered ring is suitable to induce a conformational switch of a 2,3,6,7‐tetrasubstituted cis ‐decalin. The double‐ring flip of the decalin scaffold can be reversed by a ring‐opening metathesis. The corresponding RCM to a 14‐membered ring does not force the double ring flip to occur. A ring‐size competition experiment resulted in the exclusive formation of an eight‐membered ring. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom