52965-57-8Relevant academic research and scientific papers
Synthesis and Tautomerism of 9-Azabicyclononan-1-ols (Norhomotropan-1-ols), N-Alkyl and 7,8-Dehydro-Derivatives, and Oxabicyclic Analogues
Smith, Craig R.,Justice, David E.,Malpass, John R.
, p. 11039 - 11056 (2007/10/02)
9-Methyl-9-azabicyclononan-1-ol (homotropan-1-ol; homophysoperuvine) and -non-7-en-1-ol (homotrop-7-en-1-ol) have been synthesized together with the nor- systems and N-benzyl derivatives.The bicyclic amino-alcohols are shown to be in tautomeric equ
Mono-/bicyclic tautomerism in 4-hydroxy- and 4-amino-cyclooctanones and -octenones
Malpass,Smith
, p. 277 - 280 (2007/10/02)
4-Hydroxycyclooctanone and 4-hydroxycyclooct-2-enone are shown to be in equilibrium with their respective bicyclic tautomers; the corresponding 4-aminocyclooctanones and -oct-2-enones have been synthesised and these amino-ketones show similar behaviour. T
SYNTHESIS OF ENDOPEROXIDES DERIVED FROM CYCLOOCTATETRAENES VIA SINGLET OXYGENATION
Adam, Waldemar,Klug, Guenter,Peters, Eva-Maria,Peters, Karl,Schnering, Haus Georg Von
, p. 2045 - 2056 (2007/10/02)
Cyclooctatetraene (1) reacted with photo-generated singlet oxygen to give the endoperoxide 7,8-dioxabicyclodeca-2,4,9-triene(1a), which was further transformed to the cis-diepoxide 1b by catalytic rearrangement with Co-TTP to the unsaturated cis-di
Face Selectivity in the Reduction with Dideuteriodi-imide of Endoperoxides derived from the Singlet Oxygenation of Cycloalka-1,3-dienes
Bloodworth, A. J.,Eggelte, Henny J.
, p. 2069 - 2072 (2007/10/02)
Four dioxabicycloalkenes (n = 1-4) have been reduced with dideuteriodi-imide.For each reduction, the ratio of the amount of product arising from cis-addition of two deuterium atoms to the face of the double bond syn to the dioxygen bridge to that arising from addition to the anti face has been determined by 1H-decoupled 2H n.m.r. spectroscopy, and the structures of the individual isomers have been determined by 1H n.m.r. spectroscopy.The cyclopentadiene endoperoxide (n = 1) yields exclusively the anti-isomer, whereas the cyclohexadiene endoperoxide (n = 2) affords a mixture containing 66percent of syn isomer, and the cycloheptadiene and cyclo-octadiene endoperoxides (n = 3 and 4) give only the syn isomer.The results are consistent with the expected variation across the series in both electronic and steric effects.
Oxymetallation. Part 13. Synthesis of Bicyclic Peroxides via Peroxymercuriation of Cyclic Dienes
Bloodworth, A.J.,Khan, Jamil A.,Loveitt, M.E.
, p. 621 - 632 (2007/10/02)
The bis-mercuriated derivative (12) of 9,10-dioxabicyclodecane has been prepared by peroxymercuriation of cis,cis-octa-1,5-diene, but substantial amounts of bicyclic ethers are also formed in the reaction.The bicyclic peroxides (4) and (5) have been obtained from (12) by reduction and brominolysis respectively. 8,9-Dioxabicyclodecane (6) and the dibromo-derivative (7) have similarly been prepared by peroxymercuriation and demercuriation of cyclo-octa-1,4-diene.It is suggested that the isomeric purity of the peroxides and the concurrent formation of bicyclic ethers both result from equilibrium control of reversible (per)oxymercuriation-de(per)oxymercuriation.A low yield of the -peroxide (8) has been obtained by peroxymercuriation and brominolysis of cyclohexa-1,4-diene, but attempts to prepare -compounds from 5,5-disubstituted cyclopentadienes have been unsuccessful.
