Anionic cyclisations of an N-benzyl naphthamide: a route to benzo[e]isoindolones
- 1 January 1998
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 3,p. 297-298
- https://doi.org/10.1039/a707683e
Abstract
On treatment with ButLi and HMPA, N-tert-butyl-N-benzyl-1-naphthamide undergoes cyclisation to a tricyclic enolate which reacts diastereoselectively with electrophiles to give substituted 2,3,3a,9b-tetrahydro-1H-benzo[e]isoindol-1-ones, the first example of an anionic cyclisation onto an aromatic ring.Keywords
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