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Lewis acid promoted regio- and stereoselective hetero nucleophilic addition to a piperidinyl aziridine. Synthesis of trans 3-amino-4-substituted piperidines

✍ Scribed by X.Eric Hu

Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 117 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)01024-9

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✦ Synopsis

A piperidinyl aziridine underwent alcoholic nucleophilic addition with alcohols to result in corresponding trans 3-amino-4-substituted piperidines. The addition reaction was catalyzed by BF 3 •OEt 2 in excellent regio-and stereoselectivity. The application of this method was extended to the addition of thiols, acids and halogens with sustained regio-and stereoselectivity.

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