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Synthesis of vicinal (alkylamino)alkynylcyclopropanes from geminal alkynyl(chloro)cyclopropanes |
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| Affiliation: | N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation |
| Abstract: | New N-Boc-alkyl(2-alkynylcyclopropyl)amines were synthesized from 1-alkynyl-1-chlorocyclopropanes and N-Boc- alkylamines under the action of ButOK in DMSO, the intermediates having been the corresponding conjugated alkynylcyclopropenes. The Boc-derivatives can be converted into free secondary 2-alkynylcyclopropylamines, as well as β-lithiated with subsequent alkylation. |
| Keywords: | alkynyl(chloro)cyclopropanes 1-amino-2-alkynylcyclopropanes cyclopropylamines cyclopropenes protecting groups directing groups lithiation alkylation stereoselectivity |
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