Highly enantioselective proline-catalysed direct aldol reaction of chloroacetone and aromatic aldehydes

Martínez-Casta?eda á.; Poladura B.; Rodríguez-Solla H.; Concellón C.; Del Amo V.

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Highly enantioselective proline-catalysed direct aldol reaction of chloroacetone and aromatic aldehydes

机译：氯丙酮和芳族醛的高度对映选择性脯氨酸催化的直接羟醛反应

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Ready salted proline: The combination of proline and an achiral triazabicyclodecene-derived guanidinium salt permits, for the first time, the direct aldol reaction of chloroacetone and aromatic aldehydes (see scheme). The resulting chlorohydrins are formed with high regio-, diastereo- and enantioselectivity. This procedure is experimentally simple and green, working without solvent, in test tubes placed inside a standard laboratory fridge without agitation or mechanical stirring.

机译：现成的脯氨酸盐：脯氨酸和非手性三氮杂双环癸烯衍生的胍盐的组合，首次允许氯丙酮和芳族醛的直接羟醛反应（参见方案）。形成的氯醇具有高区域选择性，非对映异构性和对映选择性。该过程在实验上简单，绿色，无需溶剂即可在置于标准实验室冰箱内的试管中进行操作，无需搅拌或机械搅拌。

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《Chemistry: A European journal》 |2012年第17期|共3页
作者
Martínez-Casta?eda á.; Poladura B.; Rodríguez-Solla H.; Concellón C.; Del Amo V.;
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正文语种 eng
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aldol reaction; guanidinium salts; organocatalysis; proline;

机译：羟醛反应;胍盐;有机催化;脯氨酸;

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1. Highly enantioselective proline-catalysed direct aldol reaction of chloroacetone and aromatic aldehydes [J] . Martínez-Casta?eda á., Poladura B., Rodríguez-Solla H., Chemistry: A European journal . 2012,第17期

机译：氯丙酮和芳族醛的高度对映选择性脯氨酸催化的直接羟醛反应
2. Mild and highly enantioselective vinylogous aldol reaction of brassards diene with aromatic aldehydes by combined lewis acid catalyst [J] . Wang G., Zhao J., Zhou Y., The Journal of Organic Chemistry . 2010,第15期

机译：路易斯酸联合催化黄铜brass二烯与芳族醛的温和高对映选择性乙烯基醇醛缩合反应
3. Organocatalyzed Highly Enantioselective Direct Aldol Reactions of Aldehydes with Hydroxyacetone and Fluoroacetone in Aqueous Media? The Use of Water To Control Regioselectivity [J] . Xiao-Hua Chen, Shi-Wei Luo, Zhuo Tang Chemistry: A European journal . 2007,第26期

机译：水性介质中醛与羟基丙酮和氟丙酮的有机催化高对映选择性直接醛醇缩合反应？使用水控制区域选择性
4. A Highly Diastereo- and Enantioselective Michael-Imino-Aldol Reaction [C] . Xiao-Fang Yang International symposium for Chinese organic chemists . 2000

机译：一种高度映射和对映选择性的迈克尔 - 亚氨基 - 醛醇反应
5. I. The first highly enantioselective organocatalytic Diels-Alder reaction. II. Development of antibiotics against vancomycin-resistant bacteria. III. Annulation of aromatic imines via directed carbon-hydrogen bond activation . [D] . Ahrendt, Kateri Ann. 2003

机译：I.第一个高度对映选择性的有机催化Diels-Alder反应。二。研发抗万古霉素的抗生素。三，通过定向的碳氢键活化来活化芳香亚胺。
6. Asymmetric Catalysis Special Feature Part I: Chiral phosphoramide-catalyzed enantioselective directed cross-aldol reactions of aldehydes [O] . Scott E. Denmark, Tommy Bui 2004

机译：不对称催化的特殊功能（第一部分）：手性磷酰胺催化的对映选择性定向醛的交叉羟醛反应
7. Small Peptides Catalyze Highly Enantioselective Direct Aldol Reactions of Aldehydes with Hydroxyacetone: Unprecedented Regiocontrol in Aqueous Media [O] . -1

机译：小肽用羟基丙酮催化醛的高映选择性直接醛醇反应：在含水介质中前所未有的再生体

Highly enantioselective proline-catalysed direct aldol reaction of chloroacetone and aromatic aldehydes

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