226883-07-4

Upstream product

• 4103-88-2 1-isocyano-3-cyclohexene 
• 76-03-9 trichloroacetic acid 
• 226883-03-0 trans-4-(N-benzyltrichloroacetamido)-1-cyclohexanol 
• 226883-04-1 4-(N-benzyltrichloroacetamido)-1-cyclohexyl methanesulfonate 
• 198290-36-7 4-(N-benzyltrichloroacetamido)-1-cyclohexanone ethylene acetal 
• 198290-25-4 4-(N-benzyltrichloroacetamido)-1-cyclohexanone 
• 131511-13-2 4-(N-benzylamino)cyclohexanone ethylene acetal 
• 53102-81-1 3-Cyclohexencarbonylazid 

Relevant academic research and scientific papers

Scope of the directed dihydroxylation: Application to cyclic homoallylic alcohols and trihaloacetamides

The synthesis and directed dihydroxylation of a range of cyclic alkenes was investigated. Both homoallylic alcohols and homoallylic trihaloacetamides were found to be efficient directing groups, giving rise to good to excellent levels of remote asymmetric induction with OsO4-TMEDA. Interestingly, in all cases examined, trifluoroacetamides were found to be superior to trichloroacetamides as directing groups and an argument is presented which rationalises this observation.

A radical route to morphans. Synthesis and spectroscopic data of the 2- azabicyclo[3.3.1]Nonane

The synthesis of 1-benzyl-2-azabicyclo[3.3.1]nonan-3-one (8) through radical cyclization, involving an intramolecular addition of a carbamoyl- dichloromethyl radical upon an alkene, is described. Conversion of 8 to the morphan itself, and the spectroscopic analysis of some derivatives of this series are reported.