Chiral lewis base catalyzed highly enantioselective reduction of N-alkyl β-enamino esters with trichlorosilane and water

Wu X.; Li Y.; Wang C.; Zhou L.; Lu X.; Sun J.

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Chiral lewis base catalyzed highly enantioselective reduction of N-alkyl β-enamino esters with trichlorosilane and water

机译：手性路易斯碱催化三氯硅烷和水对N-烷基β-烯氨基酯的高度对映选择性还原

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First, test the water! In the presence of a chiral Lewis base catalyst 2, the supposedly moisture-unfriendly reduction system with trichlorosilane was found to be highly efficient and enantioselective when using water as an additive. For the first time, this method enables the reduction of a broad range of N-alkyl β-enamino esters 1 to give N-alkyl β-amino esters 3 in good to high yields and with excellent enantioselectivities (see scheme).

机译：首先，测试水！发现在手性路易斯碱催化剂2的存在下，当使用水作为添加剂时，据认为具有三氯硅烷的水分不友好的还原体系是高效且对映选择性的。该方法首次使大范围的N-烷基β-烯氨基酯1还原，从而以良好至高收率和优异的对映选择性（参见方案）得到N-烷基β-烯氨基酯3。

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《Chemistry: A European journal》 |2011年第10期|共3页
作者
Wu X.; Li Y.; Wang C.; Zhou L.; Lu X.; Sun J.;
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正文语种 eng
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amino esters; asymmetric reduction; enantioselectivity; organocatalysis; trichlorosilane;

机译：氨基酯;不对称还原;对映选择性;有机催化;三氯硅烷;

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1. Chiral Lewis Base Catalyzed Highly Enantioselective Reduction of N-Alkyl β-Enamino Esters with Trichlorosilane and Water [J] . Xinjun Wu, Yang Li, Chao Wang, Chemistry - A European Journal . 2011,第10期

机译：手性路易斯碱催化三氯硅烷和水对N-烷基β-烯氨基酯的高度对映选择性还原
2. Chiral lewis base catalyzed highly enantioselective reduction of N-alkyl β-enamino esters with trichlorosilane and water [J] . Wu X., Li Y., Wang C., Chemistry: A European journal . 2011,第10期

机译：手性路易斯碱催化三氯硅烷和水对N-烷基β-烯氨基酯的高度对映选择性还原
3. Chiral Lewis Base-Catalyzed, Enantioselective Reduction of Unprotected beta-Enamino Esters with Trichlorosilane [J] . Ye Jianheng, Wang Chao, Chen Lin, Advanced synthesis & catalysis . 2016,第7期

机译：手性Lewis碱催化的三氯硅烷对未保护的β-烯氨基酯的对映选择性还原
4. Enantioselective Diels-Alder Reaction Catalyzed by Chiral Silicon Lewis Acids [C] . Yasuo Hatanaka, Yuuki Iwade, Tetsuo Kurata Symposium on Organometallic Chemistry . 2007

机译：手性硅路易斯酸催化的映选择性Diels-alder反应
5. Enantioselective ketone reduction using the chiral boronic ester TarB-nitrite. [D] . Kim, Jinsoo. 2009

机译：使用手性硼酸酯TarB-亚硝酸盐还原对映选择性的酮。
6. Copper-catalyzed enantioselective conjugate reduction of αβ-unsaturated esters with chiral phenol–carbene ligands [O] . Shohei Mimura, Sho Mizushima, Yohei Shimizu, 2020

机译：用手性苯酚 - 甲丁配体的铜催化的映选择性缀合物还原αβ-不饱和酯
7. Chiral Brønsted Acids Catalyze Asymmetric Additions to Substrates that Are Already Protonated: Highly Enantioselective Disulfonimide-Catalyzed Hantzsch Ester Reductions of NH–Imine Hydrochloride Salts [O] . Benjamin List, Vijay N. Wakchaure, Carla Obradors 2020

机译：手性brønsted酸催化到已经质子化的底物的不对称添加：高度映射性二硫化二乙醚催化的盐水盐酸盐盐酸盐盐
8. Chiral Synthesis via Organoboranes. 18. Selective Reductions. 43. Diisopinocampheylchloroborane as an Excellent Chiral Reducing Reagent for the Synthesis of Halo Alcohols of High Enantiomeric Purity. A Highly Enantioselective Synt [R] . Srebnik, M., Ramachandran, P. V., Brown, H. C. 1988

机译：有机硼烷的手性合成。 18.选择性削减。 43. Diisopinocampheylchloroborane作为一种优良的手性还原剂，用于合成高对映体纯度的卤代醇。高度对映选择性合成

Chiral lewis base catalyzed highly enantioselective reduction of N-alkyl β-enamino esters with trichlorosilane and water

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