Literature DB >> 16321006

Strong counteranion effects on the catalytic activity of cationic silicon Lewis acids in Mukaiyama aldol and Diels-Alder reactions.

Kenji Hara1, Ryuto Akiyama, Masaya Sawamura.   

Abstract

[chemical reaction: see text]. A toluene-coordinated silyl borate, [Et3Si(toluene)]B(C6F5)4, demonstrated catalytic activities significantly higher than those of Me3SiOTf and Me3SiNTf2 in Mukaiyama aldol and Diels-Alder reactions.

Entities:  

Year:  2005        PMID： 16321006     DOI： 10.1021/ol052206g

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


  5 in total

1.  Lewis acid enhancement by hydrogen-bond donors for asymmetric catalysis.

Authors:  Steven M Banik; Anna Levina; Alan M Hyde; Eric N Jacobsen
Journal:  Science       Date:  2017-11-10       Impact factor: 47.728

2.  Triethylsilyl Perfluoro-Tetraphenylborate, [Et(3)Si][F(20)-BPh(4)], a widely used Non-Existent Compound.

Authors:  Matthew Nava; Christopher A Reed
Journal:  Organometallics       Date:  2011-09-12       Impact factor: 3.876

3.  N-triflylthiophosphoramide catalyzed enantioselective Mukaiyama aldol reaction of aldehydes with silyl enol ethers of ketones.

Authors:  Cheol Hong Cheon; Hisashi Yamamoto
Journal:  Org Lett       Date:  2010-06-04       Impact factor: 6.005

4.  Chiral Chalcogenyl-Substituted Naphthyl- and Acenaphthyl-Silanes and Their Cations.

Authors:  Sandra Künzler; Saskia Rathjen; Katherina Rüger; Marie S Würdemann; Marcel Wernke; Patrik Tholen; Corinna Girschik; Marc Schmidtmann; Yannick Landais; Thomas Müller
Journal:  Chemistry       Date:  2020-10-27       Impact factor: 5.236

5.  Synthesis of 1-Silabenzo[d,e]isochromanes via Electrophilic Aromatic Substitution of Aldehydes Activated by Silylium Ion.

Authors:  Hidekazu Arii; Kenichi Nakao; Hideki Masuda; Takayuki Kawashima
Journal:  ACS Omega       Date:  2022-02-01
  5 in total

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