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Synlett 2000; 2000(1): 104-106
DOI: 10.1055/s-2000-6459
DOI: 10.1055/s-2000-6459
letter
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The Reductive Cleavage of Cyclic Aminol Ethers to N,N-Dialkylamino-derivatives: Modifications to the Eschweiler-Clarke Procedure
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
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The reductive cleavage of cyclic aminol ethers to give N-alkylamino-derivatives in very high yields can be achieved using chlorotrimethylsilane in the presence of sodium cyanoborohydride: in the case of cyclic aminol ethers derived from formaldehyde the Eschweiler-Clarke reaction can be carried out in formic acid heated under reflux in the absence of formaldehyde.
aminol ethers - chiral heterocycles - chlorotrimethylsilane - reductive ring opening - sodium cyanoborohydride