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首页> 外文期刊>Chemistry: A European journal >Enantioselective synthesis of AG-041R by using N-heteroarenesulfonyl cinchona alkaloid amides as organocatalysts
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Enantioselective synthesis of AG-041R by using N-heteroarenesulfonyl cinchona alkaloid amides as organocatalysts

机译：N-杂芳烃磺酰基金鸡纳生物碱酰胺为有机催化剂，对映选择性合成AG-041R

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摘要

The organocatalytic enantioselective decarboxylative addition of malonic acid half thioesters to ketimines derived from isatins by using N-heteroarenesulfonyl cinchona alkaloid amides afforded products with high enantioselectivity. The products could be converted into optically active AG-041R. X-ray crystallographic analysis revealed that the hydrogen bonding between the sulfonimide proton and the 8-quinolyl nitrogen atom plays an important role in exerting the enantioselectivity of the reaction. Enantioselective catalysis: The organocatalytic enantioselective decarboxylative addition of malonic acid half thioesters to ketimines affords products with high enantioselectivities (see scheme; CPME=cyclopentyl methyl ether). The products can be converted into optically active AG-041R. Hydrogen bonding plays an important role in the enantioselectivity of the reaction.
机译：通过使用N-杂芳烃磺酰基金鸡纳生物碱酰胺将丙二酸半硫酯的有机催化对映选择性脱羧加到衍生自靛红的酮亚胺上，得到具有高对映选择性的产物。该产物可以转化为旋光AG-041R。 X射线晶体学分析表明，磺酰亚胺质子和8-喹啉基氮原子之间的氢键在发挥反应的对映选择性方面起重要作用。对映选择性催化：将丙二酸半硫酯的有机催化对映选择性脱羧加成至酮亚胺，得到具有高对映选择性的产物（参见方案; CPME ＝环戊基甲基醚）。产品可以转化为光学活性AG-041R。氢键在反应的对映选择性中起重要作用。

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