139682-23-8Relevant academic research and scientific papers
Synthetic approaches to homotropanes and homotrop-7-enes using intramolecular displacement and amidomercuration strategies
Smith,Justice,Malpass
, p. 11037 - 11054 (2007/10/02)
1,4-Functionalisation of cycloocta-1,3-diene using a nitroso-cycloaddition strategy is followed by intramolecular displacement by nitrogen to yield the 9-methyl-9-azabicyclo[4.2.1)nonane (homotropane) and -non-7-ene (homotrop-7-ene) systems and N-benzyl d
Synthetic Approaches to Nortropanes and Nortrop-6-enes; Intramolecular Displacement by Nitrogen in 7-Membered Rings
Naylor, Antoinette,Howarth, Nicola,Malpass, John R.
, p. 451 - 468 (2007/10/02)
The synthesis of simple nortropane and nortrop-6-ene derivatives from cyclohepta-1,3-diene is described.The key intermediates are trans-1-amino-4-chloro-cycloheptanes and -cyclohept-2-enes which are derived efficiently from the corresponding cis-amino-alcohols and undergo intramolecular cyclisation.Corresponding derivatisation of cyclohexa- and cycloocta-1,3-dienes is explored and attempts to achieve Pd-catalysed cyclisation of 1-amino-4-acetoxy-derivatives is described.Nitrogen inversion data for selected nortropane derivatives are included. Key Words: nortropanes/enes; 1,4-disubstitute cyclohexanes, cycloheptanes, cyclooctanes and -enes; intramolecular cyclisation; slow nitrogen inversion.
A SIMPLE APPROACH TO HOMOTROPANES AND HOMOTROP-7-ENES
Malpass, John R.,Smith, Craig
, p. 273 - 276 (2007/10/02)
1,4-Functionalisation of cycloocta-1,3-diene using a nitroso-cycloaddition strategy is followed by intramolecular cyclisation to yield 9-azabicyclononanes (homotropanes) and -non-7-enes (homotrop-7-enes); the approach can be adapted to allow access
