The generation of difluoroenolates from trifluoroethanol and reproducible syntheses of α,α-difluoro-β-hydroxy ketones
The generation of difluoroenolates from trifluoroethanol and reproducible syntheses of α,α-difluoro-β-hydroxy ketones
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DOI：
10.1039/a902966d
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发表时间：
1999-09-07
期刊：
影响因子：
--
通讯作者：
Percy, JM
中科院分区：
文献类型：
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作者：
Balnaves, AS;Gelbrich, T;Percy, JM
金属化二氟烯醇氨基甲酸酯1在高度亲氧的刘易斯酸三氟化硼-乙醚存在下与醛和酮反应;刘易斯酸减弱了转酰化反应，从而可以分离烯丙醇。用强碱处理烯丙醇得到二氟烯醇化物，它们可以在羟醛缩合反应中被干净地捕获。
Metallated difluoroenol carbamate 1 reacted with aldehydes and ketones in the presence of highly oxophilic Lewis acid boron trifluoride-ethyl ether; the Lewis acid attenuated the transacylation reaction to the corresponding enolates so that allylic alcohols could be isolated. Treatment of the allylic alcohols with strong base afforded difluoroenolates which could be trapped cleanly in aldol reactions.