赤霉素A_3甲酯-3-酮与低级醇在中性条件下的共轭加成和逆克莱森反应  

Conjugate Addition and Retro-Claisen Reaction of Gibberellin A_3 Methyl Ester 3-Ketone with Alcohols under Neutral Conditions

作　　者：陈安齐[1] Christine L Willis 

机构地区：[1]厦门大学化学系,福建厦门361005 [2]University of Bristol

出　　处：《厦门大学学报（自然科学版）》2002年第2期203-206,共4页Journal of Xiamen University：Natural Science

基　　金：中英友好奖学金;教育部留学回国人员科研启动基金 (无编号 )资助项目

摘　　要：报道了赤霉素A3 甲酯 3 酮与低级醇在中性和无催化剂条件下发生立体专一的共轭加成和逆克莱森酯缩合反应 .发现乙醇在反应条件下只形成共轭加成产物而甲醇的反应则形成可分离的共轭加成和逆克莱森酯缩合产物 .对反应进行了氘同位素标记实验 。Gibberellin A 3 (GA 3) methyl ester 3-ketone (2) was found to undergo conjugate addition and retro-Claisen reaction with methanol and ethanol under neutral conditions in the absence of catalysts. While (2).reacted with ethanol to give only the conjugate addition product, the reaction of (2) with methanol and its deuterated analogue afforded a separable mixture of conjugate and retro-Claisen products. A deuterium labeling experiment was carried and the likely mechanism of the reaction was also discussed.

关 键 词：赤霉素A3 甲酯-3-酮 共轭加成反应 逆克莱森酯缩合反应 氘同位素标记 中性条件 反应机理 植物生长激素 

分 类 号：O629.8[理学—有机化学] O621.256.7[理学—化学]