Anionic cyclisations of an N-benzyl naphthamide:: a route to benzo[e]isoindolones

被引:65
作者
Ahmed, A
Clayden, J
Rowley, M
机构
[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England
[2] Merck Sharp & Dohme Ltd, Neurosci Res Ctr, Harlow CM20 2QR, Essex, England
关键词
D O I
10.1039/a707683e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
On treatment with (BuLi)-Li-t 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.
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页码:297 / 298
页数:2
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