Diastereoselective Reductive Aldol Reaction of Enones to Ketones Catalyzed by Halogenotin Hydride

Prof. Dr. Ikuya Shibata; Dr. Shinji Tsunoi; Kumiko Sakabe; Shinji Miyamoto; Dr. Hirofumi Kato; Hideto Nakajima; Dr. Makoto Yasuda; Prof. Dr. Akio Baba

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Diastereoselective Reductive Aldol Reaction of Enones to Ketones Catalyzed by Halogenotin Hydride

机译：卤代卤素氢化物催化酮对酮的非对映选择性还原醛醇缩合反应

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摘要

It's in the tin: The reductive aldol reaction of enones has been established by the Bu₂SnClH (cat.)/Ph₂SiH₂/MeOH system (see scheme). The reaction of enones with -ketoesters or -alkoxyketones is highly diastereoselective through a chelation-controlled mechanism.

机译：在锡罐中：烯酮的还原性羟醛反应是通过Bu _{2 SnClH（cat。）/ Ph _{2 SiH _{2 /建立的MeOH系统（请参阅方案）。烯酮与-酮酸酯或-烷氧基酮的反应通过螯合控制机制具有很高的非对映选择性。}}}

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来源
《Chemistry - A European Journal 》 |2010年第45期| p.13335-13338| 共4页
作者
Prof. Dr. Ikuya Shibata; Dr. Shinji Tsunoi; Kumiko Sakabe; Shinji Miyamoto; Dr. Hirofumi Kato; Hideto Nakajima; Dr. Makoto Yasuda; Prof. Dr. Akio Baba;
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作者单位

Research Center for Environmental Preservation, Osaka University, 2-4 Yamadaoka, Suita, Osaka 565-0871 (Japan), Fax: (+81)

6-6879-8978;

Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871 (Japan);

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原文格式 PDF
正文语种 eng
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关键词
aldol reaction; diastereoselectivity; enones; ketones; reduction;

机译：羟醛反应;非对映选择性;烯键;酮;还原;

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专利

1. Diastereoselective reductive aldol reaction of enones to ketones catalyzed by halogenotin hydride [J] . Shibata I., Tsunoi S., Sakabe K., Chemistry: A European journal . 2010 ,第45期

机译：卤代卤化物氢化物催化酮对酮的非对映选择性还原醛醇缩合反应
2. Indium hydride catalyzed chemo- and diastereoselective reductive aldol reactions [J] . Ryosuke Ieki, Shinji Miyamoto, Shinji Tsunoi, Journal of Organometallic Chemistry . 2014 ,第Null期

机译：氢化铟催化化学和非对映选择性还原醛醇缩合反应
3. Diastereoselective Intermolecular Cobalt-Catalyzed Reductive Aldol Reactions of α,β-Unsaturated Amides with Ketones [J] . Ralph J. R. Lumby, Pekka M. Joensuu, Hon Wai Lam Organic letters . 2007 ,第21期

机译：α，β-不饱和酰胺与酮的非对映选择性分子间钴催化的还原醛醇缩合反应
4. Halogenotin Hydride Catalyzed Reductive Aldol Reaction of Enones with Ketones [C] . Kumiko Sakabe Scheme, Ikuya Shibata Symposium on Organometallic Chemistry . 2008

机译：卤素蛋白氢化物用酮催化烯酮的还原醛醇反应
5. I. Greening up Organic Reactions through Micellar Catalysis II. Copper Hydride Catalyzed Asymmetric 1,2-Reductions of Enones. [D] . Moser, Ralph. 2011

机译：I.通过胶束催化绿化有机反应II。氢化铜催化的烯酮的不对称1,2-还原。
6. (Diisopinocampheyl)borane-Mediated Reductive Aldol Reactions: Highly Enantio and Diastereoselective Synthesis of Syn-Aldols from N-Acryloylmorpholine [O] . Dr. Philippe Nuhant, Dr. Christophe Allais, Prof. Dr. William R. Roush -1

机译：（二异樟脑基）硼烷介导的还原性醛醇缩合反应：由N-丙烯酰基吗啉高度对映体和非对映选择性合成正醛醇
7. Diastereoselective Intermolecular Cobalt-Catalyzed Reductive Aldol Reactions of a, b-Unsaturated Amides with Ketones [O] . -1

机译：用酮的异微分子钴催化A，B-Und饱和酰胺的分子催化的还原性醛醇反应

Diastereoselective Reductive Aldol Reaction of Enones to Ketones Catalyzed by Halogenotin Hydride

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