unusual reactivity patterns of 1,3,6,8-tetraazatricyclo-[4.4.1.13,8]-dodecane (tatd) towards some reducing agents: synthesis of tmeda

unusual reactivity patterns of 1,3,6,8-tetraazatricyclo-[4.4.1.13,8]-dodecane (tatd) towards some reducing agents: synthesis of tmeda

;Jaime Rios-Motta;Augusto Rivera
Journal of ethnopharmacology 2007 Vol. 12 pp. 1471-1481
92
rios-motta2007moleculesunusual

Abstract

N,N,N ́,N ́-Tetramethylethylenediamine (TMEDA) can be synthesized by simple reduction of 1,3,6,8-tetraazatricyclo-[4.4.1.1.3,8]dodecane (TATD), an aminal cage type amine, with formic acid. The aminal can be converted to TMEDA in high yield very easily and in a very short time. We comment on the scope and limitations of the reduction of thisaminal and propose a possible reaction mechanism.

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