Literature DB >> 23720303

Asymmetric carbon-carbon bond formation under continuous-flow conditions with chiral heterogeneous catalysts.

Tetsu Tsubogo1, Takanori Ishiwata, Shū Kobayashi.   

Abstract

Catalytic asymmetric carbon-carbon bond-forming reactions provide one of the most efficient ways to synthesize optically active compounds, and, accordingly, many chiral catalysts for these reactions have been developed in the past two decades. However, the efficiency of the catalysts in terms of turnover number (TON) is often lower than that of some other reactions, such as asymmetric hydrogenation, and this has been one of the obstacles for industrial applications. Although there are some difficulties in increasing the efficiency, the issues might be solved by using continuous flow in the presence of chiral heterogeneous catalysts. Indeed, continuous-flow systems have several advantages over conventional batch systems. Here we summarize the recent progress in asymmetric C-C bond-forming reactions under continuous-flow conditions with chiral heterogeneous catalysts.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2013        PMID: 23720303     DOI: 10.1002/anie.201210066

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  14 in total

1.  Multistep continuous-flow synthesis of (R)- and (S)-rolipram using heterogeneous catalysts.

Authors:  Tetsu Tsubogo; Hidekazu Oyamada; Shū Kobayashi
Journal:  Nature       Date:  2015-04-16       Impact factor: 49.962

2.  Continuous flow of nitroso Diels-Alder reaction.

Authors:  Erika Nakashima; Hisashi Yamamoto
Journal:  Chem Commun (Camb)       Date:  2015-08-07       Impact factor: 6.222

3.  A catalytic chiral gel microfluidic reactor assembled via dynamic covalent chemistry.

Authors:  Haoliang Liu; Juan Feng; Jianyong Zhang; Philip W Miller; Liuping Chen; Cheng-Yong Su
Journal:  Chem Sci       Date:  2015-02-18       Impact factor: 9.825

4.  Development of an Intermittent-Flow Enantioselective Aza-Henry Reaction Using an Arylnitromethane and Homogeneous Brønsted Acid-Base Catalyst with Recycle.

Authors:  Sergey V Tsukanov; Martin D Johnson; Scott A May; Morgan Rosemeyer; Michael A Watkins; Stanley P Kolis; Matthew H Yates; Jeffrey N Johnston
Journal:  Org Process Res Dev       Date:  2016-02-01       Impact factor: 3.317

Review 5.  Building Bridges: Biocatalytic C-C-Bond Formation toward Multifunctional Products.

Authors:  Nina G Schmidt; Elisabeth Eger; Wolfgang Kroutil
Journal:  ACS Catal       Date:  2016-06-08       Impact factor: 13.084

6.  A fully recyclable heterogenized Cu catalyst for the general carbene transfer reaction in batch and flow.

Authors:  Lourdes Maestre; Erhan Ozkal; Carles Ayats; Álvaro Beltrán; M Mar Díaz-Requejo; Pedro J Pérez; Miquel A Pericàs
Journal:  Chem Sci       Date:  2014-11-28       Impact factor: 9.825

7.  Cellulose-supported chiral rhodium nanoparticles as sustainable heterogeneous catalysts for asymmetric carbon-carbon bond-forming reactions.

Authors:  Tomohiro Yasukawa; Hiroyuki Miyamura; Shū Kobayashi
Journal:  Chem Sci       Date:  2015-08-12       Impact factor: 9.825

8.  Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach.

Authors:  Yi-Ming Wang; Nicholas C Bruno; Ángel L Placeres; Shaolin Zhu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2015-08-12       Impact factor: 15.419

Review 9.  Strategic Application of Residence-Time Control in Continuous-Flow Reactors.

Authors:  István M Mándity; Sándor B Ötvös; Ferenc Fülöp
Journal:  ChemistryOpen       Date:  2015-05-20       Impact factor: 2.911

Review 10.  Flow "Fine" Synthesis: High Yielding and Selective Organic Synthesis by Flow Methods.

Authors:  Shū Kobayashi
Journal:  Chem Asian J       Date:  2015-10-20
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