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Asymmetric synthesis xx preparation of a novel spiropiperidine system by the CN(R,S) method

✍ Scribed by Jieping Zhu; Jean-Charles Quirion; Henri-Philippe Husson

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 172 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)93883-3

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✦ Synopsis

A novel spiropiperidine system i.e an aza structural analog of histrionicotoxin has been constructed from 2-cyano-6-phenyloxazolopiperidine synthon 3. The suitable quaternary carbon was created by alkylation at the position c~ ta the nitrile fallowed by transformation of the nitrile group into a primary amine. Final aminoreductive cyclisation gave the spiro system.

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