Metal free chemoselective reduction of alpha-keto amides using TBAF as catalyst

Mamillapalli N. Chary; Sekar Govindasamy

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Metal free chemoselective reduction of alpha-keto amides using TBAF as catalyst

机译：使用TBAF作为催化剂的无金属化学选择性还原α-酮酰胺

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The metal and ligand free chemoselective reduction of the keto group and complete reduction of the both keto and amide groups of alpha-keto amide with hydrosilanes using tetrabutylammoniumflouride (TBAF) as catalyst have been accomplished. This methodology affords an efficient and economic route for the synthesis of biologically important alpha-hydroxy amides and beta-amino alcohols. The other important advantage of this TBAF catalyst is chemoselective reduction of ketones to corresponding alcohols in the presence of several other sensitive functional groups.

机译：使用四丁基氟化铵（TBAF）作为催化剂，已完成了用氢硅烷对酮基进行无金属和配体的化学选择性还原，并完成了α-酮酰胺的酮基和酰胺基的完全还原。这种方法为合成生物学上重要的α-羟基酰胺和β-氨基醇提供了一条有效而经济的途径。该TBAF催化剂的另一个重要优点是在其他几个敏感的官能团存在下，将酮化学选择性还原成相应的醇。

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《RSC Advances》 |2014年第105期|共9页
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Mamillapalli N. Chary; Sekar Govindasamy;
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1. Metal free chemoselective reduction of alpha-keto amides using TBAF as catalyst [J] . Mamillapalli N. Chary, Sekar Govindasamy RSC Advances . 2014,第105期

机译：使用TBAF作为催化剂的无金属化学选择性还原α-酮酰胺
2. Potassium Phosphate-Catalyzed Chemoselective Reduction of alpha-Keto Amides: Route to Synthesize Passerini Adducts and 3-Phenyloxindoles [J] . Muthukumar Alagesan, Mamillapalli N. Chary, Sekar Govindasamy Advanced synthesis & catalysis . 2016,第4期

机译：磷酸钾催化的α-酮酰胺的化学选择性还原：合成Passerini加合物和3-苯基氧吲哚的途径
3. Catalyst-Free, Metal-Free, and Chemoselective Transamidation of Activated Secondary Amides [J] . Rajagopal Ramkumar, Srinivasan Chandrasekaran Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2019,第4期

机译：无活化的二次酰胺的无催化剂，无金属和化学选择性崩解
4. Encapsulated Metal 'Catalysts in Siloxane Gels: Pt-Catalyzed Chemoselective Reduction of Nitro Compounds [C] . Kazuyuki Kamo, Yukihiro Motoyama, Hideo Nagashima Symposium on Organometallic Chemistry . 2008

机译：硅氧烷凝胶中的包封金属'催化剂：Pt催化的硝基化合物的化学选择性还原
5. I. Stereochemistry of cyclopropane formation involving group (IV) organometallic complexes. II. Slower stoichiometric and faster catalytic reduction of aldehydes by the PPh(3) substituted hydroxycyclopentadienyl ruthenium hydride [2,5-Ph(2)-3,4-Tol(2)(eta(5)-C(4)COH)]Ru(CO)(PPh(3))H: A highly chemoselective catalyst for hydrogenation of aldehydes over ketones. [D] . Strotman, Neil Adham. 2005

机译：I.涉及（IV）族有机金属配合物的环丙烷形成的立体化学。二。由PPh（3）取代的羟基环戊二烯基氢化钌[2,5-Ph（2）-3,4-Tol（2）（eta（5）-C（4）COH）] Ru的化学计量较慢和较快的醛催化还原（CO）（PPh（3））H：一种高度化学选择性的催化剂，用于醛在酮上的氢化。
6. Mapping free energy regimes in electrocatalytic reductions to screen transition metal-based catalysts [O] . Srinivasan Ramakrishnan, Ross A. Moretti, Christopher E. D. Chidsey 2019

机译：在电催化还原中映射自由能方案以筛选过渡金属基催化剂
7. Highly Chemoselective Metal-Free Reduction of Tertiary Amides [O] . -1

机译：高度化学选择性无金属减少叔酰胺
8. Metal-free and Oxygen-free Graphene as Oxygen Reduction Catalysts for Highly Efficient Fuel Cells. [R] . J. Baek L. Dai 2013

机译：无金属和无氧石墨烯作为高效燃料电池的氧还原催化剂。

Metal free chemoselective reduction of alpha-keto amides using TBAF as catalyst

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