On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-dioxane-5-one to Acyclic Chiral α-Branched Aldehydes,European Journal of Organic Chemistry

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On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-dioxane-5-one to Acyclic Chiral α-Branched Aldehydes
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2017-11-06 04:40:25 , DOI: 10.1002/ejoc.201701073
Jasna Marjanovic Trajkovic ₁ , Vesna Milanovic ₂ , Zorana Ferjancic ₂ , Radomir N. Saicic _{2,

3}

Affiliation

Proline-catalyzed aldol addition reactions of 2,2-dimethyl-1,3-dioxane-5-one to chiral aldehydes proceed under reagent stereocontrol (in both matched and mismatched cases) if aldehyde α-oxy or α-amino substituents are acyclic. For cyclic substituents, the stereochemical outcome of the aldolization in mismatched cases is difficult to predict.

中文翻译：

脯氨酸催化的醛醇缩合反应的不对称诱导：2,2-二甲基-1,3-二恶烷-5-酮与无环手性α-支化醛的试剂控制加成反应

如果醛的α-氧基或α-氨基取代基是无环的，则在试剂立体控制下（在匹配和不匹配的情况下），脯氨酸催化的2，2-二甲基-1，3-二恶烷-5-酮与手性醛的羟醛加成反应。对于环状取代基，在不匹配的情况下醛醇缩合的立体化学结果很难预测。

更新日期：2017-11-06

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