Issue 4, 2014

2-Arylacetic anhydrides as ammonium enolate precursors

Abstract

Readily prepared 2-arylacetic anhydrides act as convenient ammonium enolate precursors in isothiourea (HBTM-2.1)-mediated catalytic asymmetric intermolecular Michael addition–lactonisation processes, giving diverse synthetic building blocks in good yield with high diastereo- and enantiocontrol (up to 98 : 2 dr and >99% ee).

Graphical abstract: 2-Arylacetic anhydrides as ammonium enolate precursors

Supplementary files

Article information

Article type
Paper
Submitted
12 Sep 2013
Accepted
20 Nov 2013
First published
29 Nov 2013

Org. Biomol. Chem., 2014,12, 624-636

2-Arylacetic anhydrides as ammonium enolate precursors

L. C. Morrill, L. A. Ledingham, J. Couturier, J. Bickel, A. D. Harper, C. Fallan and A. D. Smith, Org. Biomol. Chem., 2014, 12, 624 DOI: 10.1039/C3OB41869C

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