Literature DB >> 21932832

Biomimetic asymmetric hydrogenation: in situ regenerable Hantzsch esters for asymmetric hydrogenation of benzoxazinones.

Qing-An Chen1, Mu-Wang Chen, Chang-Bin Yu, Lei Shi, Duo-Sheng Wang, Yan Yang, Yong-Gui Zhou.   

Abstract

A catalytic amount of Hantzsch ester that could be regenerated in situ by Ru complexes under hydrogen gas has been employed in the biomimetic asymmetric hydrogenation of benzoxazinones with up to 99% ee in the presence of chiral phosphoric acid. The use of hydrogen gas as a reductant for the regeneration of Hantzsch esters makes this hydrogenation an ideal atom economic process.

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Year:  2011        PMID： 21932832     DOI： 10.1021/ja208073w

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  9 in total

Review 1.  Redox cofactor engineering in industrial microorganisms: strategies, recent applications and future directions.

Authors:  Jiaheng Liu; Huiling Li; Guangrong Zhao; Qinggele Caiyin; Jianjun Qiao
Journal:  J Ind Microbiol Biotechnol       Date:  2018-03-27       Impact factor: 3.346

2.  β-Selective Reductive Coupling of Alkenylpyridines with Aldehydes and Imines via Synergistic Lewis Acid/Photoredox Catalysis.

Authors:  Katarzyna N Lee; Zhen Lei; Ming-Yu Ngai
Journal:  J Am Chem Soc       Date:  2017-03-30       Impact factor: 15.419

3.  Photocatalytic reduction of artificial and natural nucleotide co-factors with a chlorophyll-like tin-dihydroporphyrin sensitizer.

Authors:  Kerstin T Oppelt; Eva Wöß; Martin Stiftinger; Wolfgang Schöfberger; Wolfgang Buchberger; Günther Knör
Journal:  Inorg Chem       Date:  2013-09-27       Impact factor: 5.165

Review 4.  Chiral Phosphoric Acids as Versatile Tools for Organocatalytic Asymmetric Transfer Hydrogenations.

Authors:  Ádám Márk Pálvölgyi; Fabian Scharinger; Michael Schnürch; Katharina Bica-Schröder
Journal:  European J Org Chem       Date:  2021-10-14

5.  Theoretical investigation on the nature of 4-substituted Hantzsch esters as alkylation agents.

Authors:  Guang-Bin Shen; Li Xie; Hao-Yun Yu; Jie Liu; Yan-Hua Fu; Maocai Yan
Journal:  RSC Adv       Date:  2020-08-25       Impact factor: 4.036

6.  Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation.

Authors:  Ziyi Chen; Xuguang Yin; Xiu-Qin Dong; Xumu Zhang
Journal:  RSC Adv       Date:  2019-05-17       Impact factor: 3.361

7.  Chemoenzymatic Asymmetric Synthesis of Complex Heterocycles: Dihydrobenzoxazinones and Dihydroquinoxalinones.

Authors:  Mohammad Faizan Bhat; Alejandro Prats Luján; Mohammad Saifuddin; Gerrit J Poelarends
Journal:  ACS Catal       Date:  2022-09-06       Impact factor: 13.700

8.  Diazaphosphinanes as hydride, hydrogen atom, proton or electron donors under transition-metal-free conditions: thermodynamics, kinetics, and synthetic applications.

Authors:  Jingjing Zhang; Jin-Dong Yang; Jin-Pei Cheng
Journal:  Chem Sci       Date:  2020-03-05       Impact factor: 9.825

9.  Highly Stereoselective Synthesis of Polycyclic Indoles through Rearrangement/[4+2] Cycloaddition under Sequential Catalysis.

Authors:  Di-Han Zhang; Min Shi
Journal:  ChemistryOpen       Date:  2012-09-11       Impact factor: 2.911
  9 in total

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