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Chem Commun (Camb) ; 52(77): 11575-8, 2016 Oct 04.
Artículo en Inglés | MEDLINE | ID: mdl-27604376

RESUMEN

A diastereoselective, DABCO-catalyzed reaction of isatin-derived ketimines with allenoates is described. Exploiting the stereodirecting effect of the bulky tert-butanesulfinyl chiral auxiliary, the method provides an efficient access to single diastereoisomers of unprecedented spirocyclic oxindoles, bearing a 4-methyleneazetidine ring at the spiro junction. The versatility of the method is fully demonstrated by further transformations including the conversion to relevant spirocyclic oxindolo-ß-lactams.

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