Direct Asymmetric Alpha Amination Of Cyclic

11/03/2015 · Here we report the direct asymmetric amination of α-substituted cyclic ketones catalyzed by a chiral phosphoric acid, yielding products with a N-containing quaternary stereocenter in high yields and excellent enantioselectivities. Here we report the direct asymmetric amination of α-substituted cyclic ketones catalyzed by a chiral phosphoric acid, yielding products with a N-containing quaternary stereocenter in high yields and excellent enantioselectivities. Kinetic resolution of the starting ketone was also found to occur on some of the substrates under milder.

Direct Asymmetric Amination of α‑Branched Cyclic Ketones Catalyzed by a Chiral Phosphoric Acid Xiaoyu Yang and F. Dean Toste Department of Chemistry, University of California, Berkeley, California 94720, United States. Xiaoyu Yang and F. Dean Toste, Direct Asymmetric Amination of α-Branched Cyclic Ketones Catalyzed by a Chiral Phosphoric Acid, Journal of the American Chemical Society, 10.1021/jacs.5b00229, 137, 9, 3205-3208, 2015. 01/03/2008 · trans-tert-Butyldimethylsiloxy-L-proline displays greater catalytic activity and affords higher enantioselectivity than the parent proline in the alpha-amination reaction of carbonyl compounds with azodicarboxylate. A quantum mechanical calculation reveals the structure of the transition state. 08/01/2015 · Here we report the direct asymmetric amination of α-substituted cyclic ketones catalyzed by a chiral phosphoric acid, yielding products with a N-containing quaternary stereocenter in high yields and excellent enantioselectivities. Kinetic resolution of the starting ketone was also found to occur on some of the substrates under. E-Mail Address. Password. Forgotten Password? Remember Me.

The first direct catalytic asymmetric alpha-amination of aldehydes is described herein. alpha-Unbranched aldehydes react in this novel proline-catalyzed reaction with dialkyl azodicarboxylates to give alpha-amino aldehydes in excellent yields and enantioselectivities. 04/04/2002 · The first direct catalytic asymmetric α-amination of ketones catalyzed by l-proline has been developed. The reactions proceed with various azodicarboxylates as the nitrogen source in high yields and excellent enantioselectivities up to 99% ee. The scope and potential of the reaction are demonstrated by further transformation of. The direct, asymmetric α-amination of aldehydes has been accomplished via a combination of photoredox and organocatalysis. Photon-generated N-centered radicals undergo enantioselective α-addition to catalytically formed chiral enamines to directly produce stable α-amino aldehyde adducts bearing synthetically useful amine substitution patterns. Here we report the direct asymmetric amination of α-substituted cyclic ketones catalyzed by a chiral phosphoric acid, yielding products with a N-containing quaternary stereocenter in high yields and excellent enantioselectivities.

Direct Asymmetric α-Amination of Cyclic Ketones Catalyzed by Siloxyproline. Yujiro Hayashi, Seiji Aratake, Yoshinaga Imai, Kazuhiro Hibino, Qi-Yin Chen, Junichiro Yamaguchi, Tadafumi Uchimaru. Chemistry - An Asian Journal 2008 3 2, 225-232. Binaphthol-derived. TY - JOUR. T1 - Direct asymmetric α-amination of cyclic ketones catalyzed by siloxyproline. AU - Hayashi, Yujiro. AU - Aratake, Seiji. AU - Imai, Yoshinaga.

ChemInform Abstract: Direct Asymmetric Amination of α‐Branched Cyclic Ketones Catalyzed by a Chiral Phosphoric Acid. Xiaoyu Yang Dep. Chem., Univ. Calif., Berkeley, CA 94720, USA. 30/11/2010 · However, examples of direct, catalytic, and asymmetric vinylogous reactions are rare: Recently, Trost and Hitce reported on the direct vinylogous Michael addition of 25H-furanone to nitroalkenes under dinuclear zinc catalysis, whereas chiral Brønsted base catalysis proved successful to activate specific reactive alkenes, such as α,α. The first direct catalytic asymmetric alpha-amination of ketones catalyzed by l-proline has been developed. The reactions proceed with various azodicarboxylates as the nitrogen so. Read "Direct Asymmetric α‐Amination of Cyclic Ketones Catalyzed by Siloxyproline, Chemistry - An Asian Journal" on DeepDyve, the largest online rental service for scholarly research with thousands of academic publications available at your fingertips.

A Modular Strategy for the Direct Catalytic Asymmetric a-Amination of Carbonyl Compounds Ooi and colleagues develop a method for the direct catalytic asymmetric introduction of structurally diverse non-protected amino groups at thea-position of carbonyl compounds.. Enantioselective Direct α‑Amination of Aldehydes via a Photoredox Mechanism: A Strategy for Asymmetric Amine Fragment Coupling Giuseppe Cecere, Christian M. König, Jennifer L. Alleva, and David W. C. MacMillan.

Under reductive amination condi-tions, 7a was smoothly transformed into the cis-aryl hydro-indole 8a core structure of a variety of Amaryllidaceae-type alkaloids.4,20 Conclusions In summary, we have achieved the asymmetric addition of unactivated a-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid catalyst. Asymmetric amination of cyclic β-keto esters catalyzed by amine-thiourea bearing multiple hydrogen bonding donors Zhi-Hai Zhang,a Xiu-Qin Dong,a Hai-Yan Tao,a and Chun-Jiang Wanga,b aCollege of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, P. R. China. which is complementary to the recent asymmetric a-amin-oxylationofaldehydes.[6] Proline[7] has been found to be an excellent catalyst of asymmetric aldol[8] and Mannich reactions[9] and of the asymmetric a-amination of carbonyl compounds.[10] In our continuing research on asymmetric reactions catalyzed by.

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