Literature DB >> 20730236

Development of a new Lewis base-tolerant chiral LBA and its application to catalytic asymmetric protonation reaction.

Cheol Hong Cheon1, Tatsushi Imahori, Hisashi Yamamoto.   

Abstract

A new Lewis base-tolerant LBA (Lewis Acid Assisted Brønsted Acid) derived from La(OTf)(3) and (S)-HOP has been developed as a new chiral Brønsted acid. This acid has been successfully applied as a catalyst to asymmetric protonation reactions of silyl enol ethers of 2-substituted cyclic ketones.

Entities:  

Mesh：

Substances：

Year:  2010        PMID： 20730236      PMCID： PMC2947798          DOI： 10.1039/c0cc02492a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  15 in total

1.  Hydrogen bonding: single enantiomers from a chiral-alcohol catalyst.

Authors:  Yong Huang; Aditya K Unni; Avinash N Thadani; Viresh H Rawal
Journal:  Nature       Date:  2003-07-10       Impact factor: 49.962

2.  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

3.  "Designer acids": combined acid catalysis for asymmetric synthesis.

Authors:  Hisashi Yamamoto; Kentaro Futatsugi
Journal:  Angew Chem Int Ed Engl       Date:  2005-03-18       Impact factor: 15.336

4.  Enantioselective protonation of silyl enolates catalyzed by a BinapAgF complex.

Authors:  Akira Yanagisawa; Taichiro Touge; Takayoshi Arai
Journal:  Angew Chem Int Ed Engl       Date:  2005-02-25       Impact factor: 15.336

Review 5.  Small-molecule H-bond donors in asymmetric catalysis.

Authors:  Abigail G Doyle; Eric N Jacobsen
Journal:  Chem Rev       Date:  2007-12       Impact factor: 60.622

6.  Biomimetic synthesis of acid-sensitive (-)-caparrapi oxide and (+)-8-epicaparrapi oxide induced by artificial cyclases.

Authors:  Muhammet Uyanik; Hideaki Ishibashi; Kazuaki Ishihara; Hisashi Yamamoto
Journal:  Org Lett       Date:  2005-04-14       Impact factor: 6.005

7.  Design of chiral N-triflyl phosphoramide as a strong chiral Brønsted acid and its application to asymmetric Diels-Alder reaction.

Authors:  Daisuke Nakashima; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2006-08-02       Impact factor: 15.419

8.  Tin(IV) chloride-chiral pyrogallol derivatives as new Lewis acid-assisted chiral Brønsted acids for enantioselective polyene cyclization.

Authors:  Keiko Kumazawa; Kazuaki Ishihara; Hisashi Yamamoto
Journal:  Org Lett       Date:  2004-07-22       Impact factor: 6.005

9.  The crystallographic structure of a Lewis acid-assisted chiral Brønsted acid as an enantioselective protonation reagent for silyl enol ethers.

Authors:  Kazuaki Ishihara; Daisuke Nakashima; Yukihiro Hiraiwa; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2003-01-08       Impact factor: 15.419

10.  Chiral proton donor reagents: tin tetrachloride--coordinated optically active binaphthol derivatives.

Authors:  Hideaki Ishibashi; Kazuaki Ishihara; Hisashi Yamamoto
Journal:  Chem Rec       Date:  2002       Impact factor: 6.771
View more
  1 in total

1.  Chiral Brønsted acid from a cationic gold(I) complex: catalytic enantioselective protonation of silyl enol ethers of ketones.

Authors:  Cheol Hong Cheon; Osamu Kanno; F Dean Toste
Journal:  J Am Chem Soc       Date:  2011-08-04       Impact factor: 15.419
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.