Dual metal and Lewis base catalysis approach for asymmetric synthesis of dihydroquinolines and the α-arylation of aldehydes via N-acyliminium ions

Chandra M. R. Volla; Eleonora Fava; Iuliana Atodiresei; Magnus Rueping

doi:10.1039/c5cc05209b

Dual metal and Lewis base catalysis approach for asymmetric synthesis of dihydroquinolines and the α-arylation of aldehydes via N-acyliminium ions

Chemical Communications ◽

10.1039/c5cc05209b ◽

2015 ◽

Vol 51 (87) ◽

pp. 15788-15791 ◽

Cited By ~ 21

Author(s):

Chandra M. R. Volla ◽

Eleonora Fava ◽

Iuliana Atodiresei ◽

Magnus Rueping

Keyword(s):

Asymmetric Synthesis ◽

Catalytic System ◽

Optically Active ◽

Lewis Base ◽

Base Catalysis ◽

Asymmetric Addition ◽

Acyliminium Ions ◽

Indium Triflate ◽

Dual Metal

A dual catalytic system consisting of indium triflate and a chiral imidazolidinone catalyzes the asymmetric addition of aldehydes to N-acyl quinoliniums furnishing optically active dihydroquinolines in good yields and excellent selectivities.

Direct Catalytic Asymmetric Addition of Allyl Cyanide to Ketones via Soft Lewis Acid/Hard Brønsted Base/Hard Lewis Base Catalysis

Journal of the American Chemical Society ◽

10.1021/ja101687p ◽

2010 ◽

Vol 132 (15) ◽

pp. 5522-5531 ◽

Cited By ~ 103

Author(s):

Ryo Yazaki ◽

Naoya Kumagai ◽

Masakatsu Shibasaki

Keyword(s):

Lewis Acid ◽

Lewis Base ◽

Base Catalysis ◽

Asymmetric Addition ◽

Brønsted Base ◽

Catalytic Asymmetric

ChemInform Abstract: Direct Catalytic Asymmetric Addition of Allyl Cyanide to Ketones via Soft Lewis Acid/Hard Broensted Base/Hard Lewis Base Catalysis.

ChemInform ◽

10.1002/chin.201038041 ◽

2010 ◽

Vol 41 (38) ◽

pp. no-no

Author(s):

Ryo Yazaki ◽

Naoya Kumagai ◽

Masakatsu Shibasaki

Keyword(s):

Lewis Acid ◽

Lewis Base ◽

Base Catalysis ◽

Asymmetric Addition ◽

Catalytic Asymmetric

Lewis Base Assisted Lithium Brønsted Base Catalysis: A New Entry for Catalytic Asymmetric Synthesis of β2,2-Amino Acids

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.c19-00569 ◽

2019 ◽

Vol 67 (10) ◽

pp. 1046-1049 ◽

Cited By ~ 4

Author(s):

Fuyuki Amemiya ◽

Hidetoshi Noda ◽

Masakatsu Shibasaki

Keyword(s):

Amino Acids ◽

Asymmetric Synthesis ◽

Lewis Base ◽

Base Catalysis ◽

Catalytic Asymmetric Synthesis ◽

Brønsted Base ◽

Catalytic Asymmetric ◽

New Entry

Synergistic copper and chiral Lewis base catalysis for the asymmetric synthesis of pyrrolo[1,2‐ a ]indoles

Chinese Journal of Chemistry ◽

10.1002/cjoc.202100476 ◽

2021 ◽

Author(s):

Jia‐Huan Shen ◽

Fei Tian ◽

Wu‐Lin Yang ◽

Wei‐Ping Deng

Keyword(s):

Asymmetric Synthesis ◽

Lewis Base ◽

Base Catalysis

Asymmetric Hydroxylation of 1-Chloro-2-butene with Ascorbic Acid and Optically Active Polymer-Supported Copper(I) Ion Catalytic System.

KOBUNSHI RONBUNSHU ◽

10.1295/koron.50.587 ◽

1993 ◽

Vol 50 (7) ◽

pp. 587-590

Author(s):

Yoshio MATSUBARA ◽

Taro MORIMITSU ◽

Shunji UEZAWA ◽

Masakuni YOSHIHARA ◽

Toshihisa MAESHIMA

Keyword(s):

Ascorbic Acid ◽

Catalytic System ◽

Optically Active ◽

Optically Active Polymer ◽

Polymer Supported ◽

Asymmetric Hydroxylation

Asymmetric synthesis of aerothionin, a marine dimeric spiroisoxazoline natural product, employing optically active spiroisoxazoline derivative

Tetrahedron Letters ◽

10.1016/j.tetlet.2005.11.097 ◽

2006 ◽

Vol 47 (5) ◽

pp. 727-731 ◽

Cited By ~ 30

Author(s):

Takahisa Ogamino ◽

Rika Obata ◽

Shigeru Nishiyama

Keyword(s):

Asymmetric Synthesis ◽

Natural Product ◽

Optically Active

Central–axial–central chirality transfer: asymmetric synthesis of highly substituted indenes bearing a stereogenic quaternary carbon center from optically active propargyl alcohols

Chemical Communications ◽

10.1039/c4cc08034c ◽

2015 ◽

Vol 51 (2) ◽

pp. 380-383 ◽

Cited By ~ 27

Author(s):

Masahiro Egi ◽

Kaori Shimizu ◽

Marin Kamiya ◽

Yuya Ota ◽

Shuji Akai

Keyword(s):

Asymmetric Synthesis ◽

Optically Active ◽

Quaternary Carbon ◽

Chirality Transfer ◽

Propargyl Alcohols

An asymmetric synthesis of highly substituted indenes has been developed via the central–axial–central chirality transfer from optically active propargyl alcohols.

Asymmetric Synthesis ofα-Methylα-Amino Acids by Diastereoselective Alkylation of Optically Active 6-Isopropyl-3-methyl-2,3—dihydro-6H-1,4-oxazin-2-ones

Angewandte Chemie International Edition in English ◽

10.1002/anie.199709951 ◽

1997 ◽

Vol 36 (9) ◽

pp. 995-997 ◽

Cited By ~ 35

Author(s):

Rafael Chinchilla ◽

Larry R. Falvello ◽

Nuria Galindo ◽

Carmen Nájera

Keyword(s):

Amino Acids ◽

Asymmetric Synthesis ◽

Optically Active

ChemInform Abstract: Asymmetric Synthesis of Optically Active Alcohols with Two Chiral Centres from a Racemic Aldehyde by the Selective Addition of Dialkylzinc Reagents Using Chiral Catalysts.

ChemInform ◽

10.1002/chin.199147046 ◽

2010 ◽

Vol 22 (47) ◽

pp. no-no

Author(s):

S. NIWA ◽

T. HATANAKA ◽

K. SOAI

Keyword(s):

Asymmetric Synthesis ◽

Optically Active ◽

Chiral Catalysts ◽

Selective Addition

Lewis Base Catalysis in Organic Synthesis. 3 Volume Set. Edited by Edwin Vedejs and Scott E. Denmark.

Angewandte Chemie International Edition ◽

10.1002/anie.201707836 ◽

2017 ◽

Vol 56 (40) ◽

pp. 12045-12045

Author(s):

Marialuisa Aufiero ◽

Ryan Gilmour

Keyword(s):

Organic Synthesis ◽

Lewis Base ◽

Base Catalysis