Enantioselective Trapping of Oxonium Ylides by 3-Hydroxyisoindolinones via a Formal S(N)1 Pathway for Construction of Contiguous Quaternary Stereocenters

Kang Zhenghui; Zhang Dan; Shou Jiayi; Hu Wenhao

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Enantioselective Trapping of Oxonium Ylides by 3-Hydroxyisoindolinones via a Formal S(N)1 Pathway for Construction of Contiguous Quaternary Stereocenters

机译：通过正式的S（n）1途径通过正式的S（n）1途径对甲氧酰胺的映射诱导术途径，用于构建连续的第四纪立体中心

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摘要

An enantioselective Rh(II)/chiral phosphoric acid co-catalyzed three-component reaction via trapping of oxonium ylides with 3-hydroxyisoindolinones by a formal S(N)1 pathway is described. This reaction allows for the efficient synthesis of isoindolinone derivatives with two contiguous quaternary stereogenic centers in high yields (up to 93%) with excellent enantioselectivities and moderate diastereoselectivities under mild reaction conditions.

机译：描述了通过正式的S（n）1途径通过用3-羟基异吲哚啉酮捕获的氧化恶氧化物捕获的肾上腺选择RH（II）/手性磷酸辅助三分 - 反应。该反应允许在高产率（高达93％）的高产率（高达93％）中有效合成异吲哚酮衍生物，其温和的反应条件下的优异对映射性和中度的副疗法。

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来源
《Organic letters》 |2018年第4期|共4页
作者
Kang Zhenghui; Zhang Dan; Shou Jiayi; Hu Wenhao;
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作者单位

East China Normal Univ Shanghai Engn Res Ctr Mol Therapeut &

New Drug De Sch Chem &

Mol Engn 3663 North Zhongshan Rd Shanghai 200062 Peoples R China;

Sun Yat Sen Univ Sch Pharmaceut Sci Guangzhou 510006 Guangdong Peoples R China;

East China Normal Univ Shanghai Engn Res Ctr Mol Therapeut &

New Drug De Sch Chem &

Mol Engn 3663 North Zhongshan Rd Shanghai 200062 Peoples R China;

East China Normal Univ Shanghai Engn Res Ctr Mol Therapeut &

New Drug De Sch Chem &

Mol Engn 3663 North Zhongshan Rd Shanghai 200062 Peoples R China;

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正文语种 eng
中图分类有机化学;
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1. Enantioselective Trapping of Oxonium Ylides by 3-Hydroxyisoindolinones via a Formal S(N)1 Pathway for Construction of Contiguous Quaternary Stereocenters [J] . Kang Zhenghui, Zhang Dan, Shou Jiayi, Organic letters . 2018,第4期

机译：通过正式的S（n）1途径通过正式的S（n）1途径对甲氧酰胺的映射诱导术途径，用于构建连续的第四纪立体中心
2. Trapping of Oxonium Ylide with Isatins: Efficient and Stereoselective Construction of Adjacent Quaternary Carbon Centers [J] . Xin Guo, Haoxi Huang, Liping Yang, Organic letters . 2007,第23期

机译：用Isatins捕集叶立德氧化物：相邻四元碳中心的高效立体选择性构建。
3. An organocatalytic cascade strategy for the enantioselective construction of spirocyclopentane bioxindoles containing three contiguous stereocenters and two spiro quaternary centers [J] . Sun W., Zhu G., Wu C., Chemistry: A European journal . 2012,第22期

机译：螺环戊烷生物辛酯对映选择性构建的有机催化级联策略，该对映体包含三个连续的立体中心和两个螺四元中心
4. Chiral Bronsted Acid-Catalyzed Formal α-Vinylation of Ketones for the Enantioselective Construction of Quaternary Carbon Centre [C] . Satavisha Kayal, Jun Kikuchi, Masahiro Terada 日本化学会春季年会講演予稿集 . 2018

机译：酮的手性抗正囊催化正式α-乙烯基化用于季碳中心的映选择性建设
5. Enantioselective imine cinnamylation: Rapid construction of contiguous benzylic and carbinamine stereocenters [D] . Huber, John D. 2007

机译：对映选择性的亚胺肉桂酸化：快速构建连续的苄基和卡宾胺立体中心
6. Construction of polycyclic structures with vicinal all-carbon quaternary stereocenters via an enantioselective photoenolization/Diels–Alder reaction [O] . Min Hou, Mengmeng Xu, Baochao Yang, 2021

机译：通过对映选择性光电图/ Diels-Alder反应构建与邻肠全碳季立封闭物的多环结构
7. Trapping of Oxonium Ylide with Isatins: Efficient and Stereoselective Construction of Adjacent Quaternary Carbon Centers [O] . -1

机译：用靛虫诱捕Oxonumium ylide：相邻季碳中心的高效和立体连接结构

Enantioselective Trapping of Oxonium Ylides by 3-Hydroxyisoindolinones via a Formal S(N)1 Pathway for Construction of Contiguous Quaternary Stereocenters

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