1,3,5,7-tetra-azatricyclo[5.1.1.13,5]decane; acetic acid

bromine; iron in dichloromethane 2 h;

1: 1.) triethyl phosphite, 2.) sodium methoxide / 1.) reflux, 20 min; 2.) DMF, 10 min 2: 76 percent / Raney nickel / ethanol / Heating View Scheme

Li in tetrahydrofuran byproducts: LiCl; under N2 atm. to suspn. Li in THF at 0°C Ph3SnCl in THF was addeddropwise, allowed to warm to room temp., stirred for 16 h, soln. o-(met hylthio)benzyl chloride in THF was added at -78.egree.C, allowed to warmto room temp., stirred for 16 h; solvent was evapd. in vacuo, residue was extd. with hexane-CH2Cl2, soln.was filtered, residue was recrystd. grom hot hexane-CH2Cl2 (10:1); elem . anal.;