Jump to main content
Jump to site search


Catalytic enantioselective aza-Reformatsky reaction with seven-membered cyclic imines dibenzo[b,f][1,4]oxazepines

Author affiliations

Abstract

A catalytic enantioselective aza-Reformatsky reaction is reported with cyclic dibenzo[b,f][1,4]oxazepines and ethyl iodoacetate leading to the synthesis of chiral ethyl 2-(10,11-dihydrodibenzo[b,f][1,4]oxazepin-11-yl)acetate derivatives with excellent yields and high enantioselectivities (up to 98% yield and 97 : 3 er) using a readily available diaryl prolinol L4 as the chiral ligand and Me2Zn as the zinc source under an air atmosphere. Furthermore, different transformations were carried out with the corresponding chiral β-amino esters, preserving in all cases the optical purity.

Graphical abstract: Catalytic enantioselective aza-Reformatsky reaction with seven-membered cyclic imines dibenzo[b,f][1,4]oxazepines

Back to tab navigation

Supplementary files

Publication details

The article was received on 26 Apr 2017, accepted on 17 May 2017 and first published on 18 May 2017


Article type: Research Article
DOI: 10.1039/C7QO00329C
Citation: Org. Chem. Front., 2017, Advance Article
  •   Request permissions

    Catalytic enantioselective aza-Reformatsky reaction with seven-membered cyclic imines dibenzo[b,f][1,4]oxazepines

    L. De Munck, V. Sukowski, C. Vila, M. C. Muñoz and J. R. Pedro, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00329C

Search articles by author

Spotlight

Advertisements