124813-01-0Relevant academic research and scientific papers
Transannular Cyclizations of 5-(Hydroxyamino)dibenzocyclooctatrienes. Regioselective Synthesis of Dibenzohomotropane Analogues
Leeson, Paul D.,James, Kim,Carling, Robert W.,Moore, Kevin W.,Smith, Julian D.,et al.
, p. 2094 - 2103 (1990)
Solvolyses of 5-dibenzocycloheptenes 18 provided substituted dibenzocyclooctatriene-5-ols 19 and 20, the product distribution implicating the intermediacy of cyclopropyl phenonium ions 22 and 23.Treatment of 5-methyl-5-hydroxydibenzocyclooctatrienes (e.g. 9) with hydroxylamine under acidic conditions led to the exclusive formation of N-hydroxy dibenzohomotropanes (e.g. 30).Cyclization of substituted derivatives, followed by reductive cleavage of the N-hydroxy groups, gave derivatives 2, 35-42, and 46, which are ring homologues of theuncompetitive NMDA antagonist MK-801 (1).The more rapid rate of ring closure of 5-(hydroxyamino)dibenzocyclooctatrienes (e.g. 28) relative to the corresponding cycloheptenes is rationalized by differences in strain energy in the transition states required for cyclization.
Cyclo-octane neuroprotective agents
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, (2008/06/13)
The present invention provides a compound of formula I: STR1 or a salt thereof, wherein: the dotted lines represent optional double bonds; R1 represents hydrogen, hydroxy, alkenyl, alkyl, aminoalkyl or hydroxyalkyl; R2, R3
