Tetrahedron letters

Chiral 6, 7-dihydrooxepin-2 (5H)-ones and the azepinone analogues: Conformation and diastereofacial selectivity in addition to the enones

…, F Uehara, K Aizawa, C Kaneko, S Satoh, T Furuya

Index: Sato, Masayuki; Uehara, Fumiaki; Aizawa, Koh-Ichi; Kaneko, Chikara; Satoh, Shun-Ichi; Furuya, Toshio Tetrahedron Letters, 1996 , vol. 37, # 5 p. 633 - 636

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Citation Number: 3

Abstract

Diastereofacial selectivity in addition to the enones of 6-and 7-substituted dihydrooxepinones was studied. The addition occurred preferentially from the face anti to the substituent and 7-substituted substrates showed higher diastereofacial selectivity than the 6-substituted substrates. An explanation for the observed diastereofacial selectivity is proposed.