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EFFICIENT SYNTHESIS OF 4-SUBSTITUTED 4,5-DIHYDROISOXAZOL-3-OLS FROM MORITA-BAYLIS-HILLMAN BROMIDES

  作者 ZHONG WEIHUI; LIU YONGLIANG; GUO BAOMING  
  选自 期刊  Heterocycles;  卷期  2009年78-12;  页码  3053-3064  
  关联知识点  
 

[摘要]An efficient synthesis of 4-substituted 4,5-dihydroisoxizol-3-ols was achieved with high regioselectivities and satisfactory yields via addition of N-hydroxyphthalimide to Morita-Baylis-Hillman (MBH) bromides with ester moiety, followed by hydrazinolysis and intramolecular cyclization. Surprised, the unexpected isoxazolidine-4-carbonitrile was obtained when using MBH bromide with nitrile moiety as substrate under the similar conditions.

 
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