The [2 + 2] Staudinger cycloaddition between the C=N double bond of 2,3-dihydrobenzoxazepines 2 and 6 and a series of acetyl chlorides gave the azetidino[4,1-d][1,4]benzo oxazepines 3 and 7, 8, respectively. In the case of enantiopure 6, the cycloaddition diastereoselectivity was markedly dependent from the substituent α to the imine.
The [2+2] Staudinger cycloadditive route to enantiopure azetidino[4,1-d][1,4]benzooxazepines / P. Del Buttero, G. Molteni, A. Papagni, L. Miozzo. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 15:16(2004 Aug 23), pp. 2555-2559. [10.1016/j.tetasy.2004.06.037]
The [2+2] Staudinger cycloadditive route to enantiopure azetidino[4,1-d][1,4]benzooxazepines
P. Del Buttero;G. Molteni;
2004-08-23
Abstract
The [2 + 2] Staudinger cycloaddition between the C=N double bond of 2,3-dihydrobenzoxazepines 2 and 6 and a series of acetyl chlorides gave the azetidino[4,1-d][1,4]benzo oxazepines 3 and 7, 8, respectively. In the case of enantiopure 6, the cycloaddition diastereoselectivity was markedly dependent from the substituent α to the imine.
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