Synthesis of (±)-8-oxa-3-azabicyclo [3.2. 1] octan-2-thione and (±)-2-oxa-5-azabicyclo [2.2. 1] heptan-6-thione: potential synthons for the preparation of novel …

…, DG Wishka, P Beagley, G Turner, N Solesbury

Index: Walker, Daniel P.; Wishka, Donn G.; Beagley, Paul; Turner, Gemma; Solesbury, Nicola Synthesis, 2011 , # 7 p. 1113 - 1119

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Abstract

Abstract The bridged bicyclic morpholinethiones (±)-8-oxa-3-azabicyclo [3.2. 1] octane-2- thione and (±)-2-oxa-5-azabicyclo [2.2. 1] heptane-6-thione have been prepared in five and eight steps, respectively. Both compounds were derived from a respective requisite cis- disubstituted tetrahydrofuran, which was stereoselectively prepared via hydrogenation of the corresponding disubstituted furan derivatives.