Literature DB >> 22681592

N719 dye-sensitized organophotocatalysis: enantioselective tandem Michael addition/oxyamination of aldehydes.

Hyo-Sang Yoon1, Xuan-Huong Ho, Jiyeon Jang, Hwa-Jung Lee, Seung-Joo Kim, Hye-Young Jang.   

Abstract

A remarkably efficient photosensitizer, N719 dye, was used in asymmetric tandem Michael addition/oxyamination of aldehydes, rendering α,β-substituted aldehydes in good yields with excellent levels of enantioselectivity and diastereoselectivity. This is the first report of a multiorganocatalytic reaction involving iminium catalysis and photoinduced singly occupied molecular orbital (SOMO) catalysis. This reaction is expected to expand the scope of tandem organocatalytic reactions.

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Year:  2012        PMID: 22681592     DOI: 10.1021/ol3011858

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

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Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

Review 2.  Dual Catalysis Strategies in Photochemical Synthesis.

Authors:  Kazimer L Skubi; Travis R Blum; Tehshik P Yoon
Journal:  Chem Rev       Date:  2016-04-25       Impact factor: 60.622

3.  Tunable chiral metal organic frameworks toward visible light-driven asymmetric catalysis.

Authors:  Yin Zhang; Jun Guo; Lin Shi; Yanfei Zhu; Ke Hou; Yonglong Zheng; Zhiyong Tang
Journal:  Sci Adv       Date:  2017-08-18       Impact factor: 14.136

4.  Direct catalytic asymmetric synthesis of α-chiral bicyclo[1.1.1]pentanes.

Authors:  Marie L J Wong; Alistair J Sterling; James J Mousseau; Fernanda Duarte; Edward A Anderson
Journal:  Nat Commun       Date:  2021-03-12       Impact factor: 14.919

5.  Iminium and enamine catalysis in enantioselective photochemical reactions.

Authors:  You-Quan Zou; Fabian M Hörmann; Thorsten Bach
Journal:  Chem Soc Rev       Date:  2018-01-22       Impact factor: 54.564

Review 6.  Stereoselective Organic Reactions in Heterogeneous Semiconductor Photocatalysis.

Authors:  Shigeru Kohtani; Akira Kawashima; Hideto Miyabe
Journal:  Front Chem       Date:  2019-09-18       Impact factor: 5.221

7.  Isothiourea-catalysed enantioselective Michael addition of N-heterocyclic pronucleophiles to α,β-unsaturated aryl esters.

Authors:  Chang Shu; Honglei Liu; Alexandra M Z Slawin; Cameron Carpenter-Warren; Andrew D Smith
Journal:  Chem Sci       Date:  2019-10-23       Impact factor: 9.825

  7 in total

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