Acid-promoted rearrangement of 2-aryl-2,3-epoxy acylates: construction of chiral benzylic quaternary carbon centers

被引:19
|
作者
Kita, Y [1 ]
Furukawa, A [1 ]
Futamura, J [1 ]
Higuchi, K [1 ]
Ueda, K [1 ]
Fujioka, H [1 ]
机构
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
关键词
D O I
10.1016/S0040-4039(00)00092-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of 2-aryl-2,3-epoxy acylates with BF3. Et2O were examined in detail. Trans-2-aryl-2,3-epoxy acylates afforded the rearranged products in good yields via the C2-carbocation intermediates. The reaction was used for constructing the optically active benzylic quaternary carbon center. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2133 / 2136
页数:4
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