2-Arylacetic anhydrides as ammonium enolate precursors

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).

Citation

Morrill , L C , Ledingham , L A , Couturier , J-P , Bickel , J , Harper , A D , Fallan , C & Smith , A D 2014 , ' 2-Arylacetic anhydrides as ammonium enolate precursors ' , Organic & Biomolecular Chemistry , vol. 12 , no. 4 , pp. 624-636 . https://doi.org/10.1039/c3ob41869c

Publication

Organic & Biomolecular Chemistry

Status

Peer reviewed

DOI

https://doi.org/10.1039/c3ob41869c

ISSN

1477-0520

Type

Journal article

Rights

© Royal Society of Chemistry 2014. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at http://dx.doi.org/10.1039/C3OB41869C

Description

This work is supported by funding from the Carnegie Trust for the Universities of Scotland and EPSRC

Collections

University of St Andrews Research

URI

http://hdl.handle.net/10023/5916