环状β-酮酯与(E)-β-硝基丙烯酸酯衍生物的有机催化不对称共轭加成。

IF 3.5 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemistry - An Asian Journal Pub Date : 2024-10-14 DOI:10.1002/asia.202401029

Yasuyuki Matsushima, Yoshiyuki Iijima, Chinatsu Tanabe, Kosuke Nakashima, Shin-Ichi Hirashima, Tsuyoshi Miura

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引用次数: 0

摘要

一种二氨甲基丙二腈有机催化剂有效地促进了环状β-酮酯与(E)-β-硝基丙烯酸酯衍生物的不对称共轭加成反应，得到了相应的β-硝基酯衍生物，对映选择性极佳（ee高达99%以上）。这是环状 β-酮酯与 (E)-β- 硝基丙烯酸酯衍生物进行高度立体选择性共轭加成以获得反异构体的首个成功实例。

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Organocatalyzed Asymmetric Conjugate Addition of Cyclic β-Keto Esters to (E)-β-Nitroacrylate Derivatives.

A diaminomethylenemalononitrile organocatalyst efficiently promoted the asymmetric conjugate addition of cyclic β-keto esters to (E)-β-nitroacrylate derivatives, yielding the corresponding β-nitro esters derivatives with excellent enantioselectivities (up to >99 % ee). This is the first successful example of highly stereoselective conjugate addition of cyclic β-keto esters to (E)-β-nitroacrylate derivatives to obtain anti-isomers.

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来源期刊

Chemistry - An Asian Journal 化学-化学综合

CiteScore

7.00

自引率

2.40%

发文量

535

审稿时长

1.3 months

期刊介绍： Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics. Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews. A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal. Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).