海因
酮
反应条件
化学
串联
组合化学
有机化学
材料科学
催化作用
复合材料
作者
Radim Nencka,Hubert Hřebabecký,Martin Dračínský
出处
期刊:ChemPlusChem
[Institute of Organic Chemistry & Biochemistry, Academy of Sciences of the Czech Republic]
日期:2010-01-01
卷期号:75 (12): 1259-1272
被引量:3
摘要
Model study focusing on the synthesis of carbocyclic spironucleosides is presented. Hydantoin base was built on the easily accessible ketone precursors by Bucherer–Bergs reaction. On saturated substrates the reaction proceeded smoothly. On α,β-unsaturated ketones, however, the Bucherer–Bergs reaction competed with Michael addition of cyanide ion. We showed that the equilibrium of the reaction could be significantly shifted depending on the applied reaction conditions. Significant diastereoselectivity was observed for tandem Michael addition/Bucherer–Bergs reaction.
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