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Asymmetric synthesis of novel spirocycles via a chiral phosphoric acid catalyzed desymmetrization

Author:
Kelley, Amber M., Minerali, Eni, Wilent, Jennifer E., Chambers, Nicholas J., Stingley, Kyla J., Wilson, G. Tyler, Petersen, Kimberly S.
Source:
Tetrahedron letters 2019 v.60 no.18 pp. 1262-1264
ISSN:
0040-4039
Subject:
Bronsted acids, catalytic activity, chemical reactions, chemical structure, lactams, lactones, phosphoric acid
Abstract:
A straightforward method for the asymmetric preparation of novel lactone and lactam spirocycles is described. An initial desymmetrization via a chiral Brønsted acid yields enantioenriched lactones which readily undergo a second cyclization to give the desired spirocycle.
Agid:
6357954