| dc.creator |
TİLKİ, Tahir |
|
| dc.creator |
Erturk, Erkan |
|
| dc.creator |
Tezeren, Mustafa A. |
|
| dc.creator |
Atalar, Taner |
|
| dc.date |
2012-08-11T21:00:00Z |
|
| dc.date.accessioned |
2020-10-06T11:25:52Z |
|
| dc.date.available |
2020-10-06T11:25:52Z |
|
| dc.identifier |
dc3eefb5-8c53-48c2-a6b7-f23fc2acbfa6 |
|
| dc.identifier |
10.1016/j.tet.2012.05.116 |
|
| dc.identifier |
https://avesis.sdu.edu.tr/publication/details/dc3eefb5-8c53-48c2-a6b7-f23fc2acbfa6/oai |
|
| dc.identifier.uri |
http://acikerisim.sdu.edu.tr/xmlui/handle/123456789/73772 |
|
| dc.description |
It is presented that a number of o-2-hydroxyalkylanisoles could be efficiently synthesized through the regioselective ring-opening reaction of epoxides with o-lithioanisoles in the presence of BF3 center dot OEt2 Lewis-acid catalyst. Sterically demanding o-lithioanisoles had to be generated by exploiting the combination of (BuLi)-Bu-n and a catalytic amount of TMEDA (0.20 equiv) in Et2O as the lithiator whereas 'normal' anisole could be lithiated at ortho-position by treatment with (BuLi)-Bu-n in THE as usual. Surprisingly, the availability of THE and a catalytic amount of TMEDA (0.20 equiv) in the reaction mixture was found to enhance the reaction yields dramatically. A complex aggregate formation by the co-operative ligation of THF and TMEDA to ortho-lithioanisole(s) was proposed to rationalize the high reactivity achieved in the ring-opening reaction of epoxides. (C) 2012 Elsevier Ltd. All rights reserved. |
|
| dc.language |
eng |
|
| dc.rights |
info:eu-repo/semantics/closedAccess |
|
| dc.title |
Regioselective ring-opening of epoxides with ortho-lithioanisoles catalyzed by BF3 center dot OEt2 |
|
| dc.type |
info:eu-repo/semantics/article |
|