A New Intramolecular Aldol based Route to Benzannelated Bicyclononane Derivatives
A synthetic route to the title compounds is described based on the addition of 2-lithiobenzaldehyde ethylene ketal to cyclohexane-1,4-dione ethylene ketal followed by acid-catalysed deprotection and in situ intramolecular stereospecific aldol cyclisation, which gives 8-hydroxy-1-methoxytricyclo2,7>trideca-2,4,6-trien-10-one (1a); the synthetic potential of the methodology for preparation of various derivatives is described.
Taylor, Richard J. K.,Turner, Stephen M.,Horwell, David C.
p. 406 - 408
(2007/10/02)
The Synthesis of Novel Benzomorphan Analogues: A New Intramolecular Acid-catalysed Aldol Route to Benzannelated Bicyclononane Derivatives. X-Ray Molecular Structure of 8-Hydroxy-1-methoxytricyclo2,7>trideca-2,4,6-trien-10-one
Novel benzomorphan analogues are described in which the piperidine ring is replaced by an aminocyclohexane ring.The key synthetic intermediate, benzannelated bicyclononane derivative (12), is prepared by an efficient three-step synthetic route base
Taylor, Richard J. K.,Turner, Stephen M.,Horwell, David C.,Howarth, Oliver W.,Mahon, Mary F.,Molloy, Kieran C.
p. 2145 - 2150
(2007/10/02)
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