Synthesis and photochemical reactions of 6-alkenyl-3-phenylcyclohex-2-enones |
Bradley, Stephen Anthony
|
|
|
THESIS 7067 The synthesis and photochemical reactions of a series of molecules containing both the 3-phenylcylohexenone moiety and an C-6 substituted alkenyl side chain (2- propenyl, 3-butenyl and 4-pentenyl) are described. The C-6 position was further substituted with a carbomethoxy group to generate a conformational control factor.A synthetic strategy involving a three-step sequence was employed. This involved alkylation of a ?-ketoester with a halogenated substituent, followed by Michael addition, with phenyl vinyl ketone prior to ring closure to the cyclohexenone. Cyclohexenone derivatives containing a pyrimidine ring were also investigated. In this case results suggested a thermodynamically controlled reaction with pka dependency in the Michael addition step.
|
Keyword(s):
|
Chemistry, Ph.D.; Ph.D. Trinity College Dublin |
Publication Date:
|
2002 |
Type:
|
Doctoral thesis |
Peer-Reviewed:
|
Unknown |
Language(s):
|
English |
Institution:
|
Trinity College Dublin |
Citation(s):
|
Stephen Anthony Bradley, 'Synthesis and photochemical reactions of 6-alkenyl-3-phenylcyclohex-2-enones', [thesis], Trinity College (Dublin, Ireland). School of Chemistry, 2002, pp 253 |
Publisher(s):
|
Trinity College (Dublin, Ireland). School of Chemistry |
Supervisor(s):
|
Jeffares, Mark McMurry, T. B. H. |
First Indexed:
2019-05-16 06:12:34 Last Updated:
2020-10-30 08:15:36 |