Literature DB >> 18941293

From designer Lewis acid to designer Brønsted acid towards more reactive and selective acid catalysis.

Hisashi Yamamoto1.   

Abstract

This review focuses on the development of acid catalysis for selective organic transformations conducted in our laboratories for the past 30 years. Several important concepts in designing of catalysts are described with some examples. Further, recent developments in super Brønsted acid and their applications in a one-pot procedure to construct complex molecules with high diastereoselectivities are described.(Communicated by Hitosi NOZAKI, M.J.A.).

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Year:  2008        PMID： 18941293      PMCID： PMC2858369          DOI： 10.2183/pjab.84.134

Source DB:  PubMed          Journal:  Proc Jpn Acad Ser B Phys Biol Sci        ISSN： 0386-2208            Impact factor:   3.493


  9 in total

1.  A new artificial cyclase for polyprenoids: enantioselective total synthesis of (-)-chromazonarol, (+)-8-epi-puupehedione, and (-)-11'-deoxytaondiol methyl ether.

Authors:  Hideaki Ishibashi; Kazuaki Ishihara; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2004-09-15       Impact factor: 15.419

2.  Acyloxyborane: an activating device for carboxylic acids.

Authors:  K Furuta; Y Miwa; K Iwanaga; H Yamamoto
Journal:  J Am Chem Soc       Date:  1988-08-01       Impact factor: 15.419

3.  Tris(trimethylsilyl)silyl-governed aldehyde cross-aldol cascade reaction.

Authors:  Matthew B Boxer; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2006-01-11       Impact factor: 15.419

4.  "Super silyl" group for diastereoselective sequential reactions: access to complex chiral architecture in one pot.

Authors:  Matthew B Boxer; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2007-02-20       Impact factor: 15.419

5.  Ketone super silyl enol ethers in sequential reactions: diastereoselective generation of tertiary carbinols in one pot.

Authors:  Matthew B Boxer; Matsujiro Akakura; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2008-01-15       Impact factor: 15.419

6.  Polystyrene-Bound Tetrafluorophenylbis(triflyl)methane as an Organic-Solvent-Swellable and Strong Brønsted Acid Catalyst The authors thank Mr. Shoichi Kondo for the single-crystal X-ray analysis. Sodium triflate was generously donated by Central Glass Co., Ltd., Japan. The authors also acknowledge Dr. Yuko Wasada and Dr. Manabu Kubota for their helpful discussions on the theoretical calculations.

Authors:  Kazuaki Ishihara; Aiko Hasegawa; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2001-11-05       Impact factor: 15.336

7.  Enantioselective Addition of Allylic Trimethoxysilanes to Aldehydes Catalyzed by p-Tol-BINAP small middle dotAgF.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-12-16       Impact factor: 15.336

8.  Bronsted acid catalysis of achiral enamine for regio- and enantioselective nitroso aldol synthesis.

Authors:  Norie Momiyama; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2005-02-02       Impact factor: 15.419

9.  Oxazaborolidine-derived Lewis acid assisted Lewis acid as a moisture-tolerant catalyst for enantioselective Diels-Alder reactions.

Authors:  Kentaro Futatsugi; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2005-02-25       Impact factor: 15.336
  9 in total
  4 in total

1.  Allenoates in Enantioselective [2+2] Cycloadditions: From a Mechanistic Curiosity to a Stereospecific Transformation.

Authors:  Johannes M Wiest; Michael L Conner; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2018-11-05       Impact factor: 15.419

2.  Cooperative Hydrogen-Bond-Donor Catalysis with Hydrogen Chloride Enables Highly Enantioselective Prins Cyclization Reactions.

Authors:  Dennis A Kutateladze; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2021-11-23       Impact factor: 15.419

3.  Tailoring the Synergistic Bronsted-Lewis acidic effects in Heteropolyacid catalysts: Applied in Esterification and Transesterification Reactions.

Authors:  Meilin Tao; Lifang Xue; Zhong Sun; Shengtian Wang; Xiaohong Wang; Junyou Shi
Journal:  Sci Rep       Date:  2015-09-16       Impact factor: 4.379

Review 4.  Lewis Acidic Ionic Liquids.

Authors:  Lucy C Brown; James M Hogg; Małgorzata Swadźba-Kwaśny
Journal:  Top Curr Chem (Cham)       Date:  2017-08-21
  4 in total

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