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Generation and intramolecular cationic cyclizations of N-tosylimines derived from enolizable aldehydes

✍ Scribed by Michael J. Melnick; Alan J. Freyer; Steven M. Weinreb

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 182 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)80373-1

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✦ Synopsis

Boron trifluoride etherate promotes both in situ formation of N-tosyliminium complexes from olefinic enolizable aldehydes and N-sulfinyl-p-toluenesulfcnamide, and subsequent intramolecular electrophilic cyclization to afford homoallylic amines.

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