scholarly journals Highly chemo-, enantio-, and diastereoselective [4 + 2] cycloaddition of 5H-thiazol-4-ones with N-itaconimides

2016 ◽  
Vol 12 ◽  
pp. 2293-2297 ◽  
Author(s):  
Shuai Qiu ◽  
Choon-Hong Tan ◽  
Zhiyong Jiang
Keyword(s):  
Tertiary Amine ◽  
Base Catalyst ◽  
Brønsted Base

A dipeptide-based urea-amide tertiary amine (DP-UAA) was shown to be an effective Brønsted base catalyst for the first asymmetric annulation reaction between 5H-thiazol-4-ones and N-itaconimides. High levels of enantioselectivity (up to 99% ee) and diastereoselectivity (>19:1 dr) were obtained for a series of spirocyclic 1,4-sulfur-bridged piperidinone-based succinimides.

Organocatalytic Asymmetric Tandem Conjugate Addition–Protonation of Azlactones to N-Itaconimides

Synlett ◽  
2017 ◽  
Vol 28 (11) ◽  
pp. 1310-1314 ◽  
Author(s):  
Xiaowei Zhao ◽  
Zhiyong Jiang ◽  
Gao Zhang ◽  
Yanli Yin
Keyword(s):  
Tertiary Amine ◽  
Conjugate Addition ◽  
Base Catalyst ◽  
Asymmetric Reaction ◽  
Efficient Approach ◽  
Brønsted Base ◽  
Catalytic Asymmetric

An unprecedented catalytic asymmetric reaction between azlactones and N-itaconimides has been developed. In the presence of an l-tert-leucine-based urea–tertiary amine Brønsted base catalyst, the tandem conjugate addition–protonation products could be attained in moderate yields with excellent enantio- and diastereoselectivities (up to 99% ee and >20:1 dr). The method provides an efficient approach to access valuable chiral γ-tertiary amine substituted succinimides containing nonadjacent stereocenters.

N-Heterocyclic carbene as a Brønsted base catalyst for the amination of naphthol derivatives and alcoholysis of glutaric anhydrides

2019 ◽  
Vol 60 (42) ◽  
pp. 151131
Author(s):  
K.R. Jayakrishnan ◽  
M. Tamilarasu ◽  
K.V. Jincy ◽  
Alagiri Kaliyamoorthy
Keyword(s):  
Base Catalyst ◽  
Brønsted Base ◽  
Naphthol Derivatives

Enantioselective intramolecular cyclization of alkynyl esters catalyzed by a chiral Brønsted base

2016 ◽  
Vol 52 (33) ◽  
pp. 5726-5729 ◽  
Author(s):  
Azusa Kondoh ◽  
Hoa Thi Quynh Tran ◽  
Kyoko Kimura ◽  
Masahiro Terada
Keyword(s):  
Schiff Base ◽  
Intramolecular Cyclization ◽  
Cyclization Reaction ◽  
Base Catalyst ◽  
Chiral Schiff Base ◽  
Brønsted Base

An enantioselective intramolecular cyclization reaction of alkynyl esters was developed, which employs a Brønsted base catalyst generated in situ from a chiral Schiff base and t-BuOK.

Chiral Zirconium Complex as Brønsted Base Catalyst in Asymmetric Direct-type Mannich Reactions

2010 ◽  
Vol 5 (3) ◽  
pp. 493-495 ◽  
Author(s):  
Shū Kobayashi ◽  
Matthew M. Salter ◽  
Yumi Yamazaki ◽  
Yasuhiro Yamashita
Keyword(s):  
Zirconium Complex ◽  
Base Catalyst ◽  
Mannich Reactions ◽  
Brønsted Base

N-Heterocyclic carbene catalysed 1,6-hydrophosphonylation of p-quinone methides and fuchsones: an atom economical route to unsymmetrical diaryl- and triarylmethyl phosphonates

2016 ◽  
Vol 14 (24) ◽  
pp. 5550-5554 ◽  
Author(s):  
Panjab Arde ◽  
Ramasamy Vijaya Anand
Keyword(s):  
Direct Method ◽  
Base Catalyst ◽  
Quinone Methides ◽  
Brønsted Base ◽  
A Direct Method

A direct method for the synthesis of diaryl- and triarylmethyl phosphonates through 1,6-hydrophosphonylation ofp-quinone methides and fuchsones using NHC as a Brønsted base catalyst is described.

Incorporation of La3+in an Organic Network. A Polyphenol-Derived Solid Brønsted-Base Catalyst

1999 ◽  
Vol 28 (8) ◽  
pp. 797-798 ◽  
Author(s):  
Toshiyuki Saiki ◽  
Yasuhiro Aoyama
Keyword(s):  
Base Catalyst ◽  
Brønsted Base

Enantioselective hydrophosphinylation of 1-alkenylphosphine oxides catalyzed by chiral strong Brønsted base

2020 ◽  
Vol 18 (39) ◽  
pp. 7814-7817
Author(s):  
Azusa Kondoh ◽  
Sho Ishikawa ◽  
Masahiro Terada
Keyword(s):  
Base Catalyst ◽  
Efficient Synthesis ◽  
Brønsted Base

A chiral ureate as a chiral strong Brønsted base catalyst enabled an efficient synthesis of chiral 1,2-diphosphinoalkane derivatives through a catalytic enantioselective hydrophosphinylation of 1-alkenylphosphine oxides.

scholarly journals Enantioselective synthesis of 2,3-disubstituted trans-2,3-dihydrobenzofurans using a Brønsted base/thiourea bifunctional catalyst

2016 ◽  
Vol 14 (30) ◽  
pp. 7268-7274 ◽  
Author(s):  
Diego-Javier Barrios Antúnez ◽  
Mark D. Greenhalgh ◽  
Charlene Fallan ◽  
Alexandra M. Z. Slawin ◽  
Andrew D. Smith
Keyword(s):  
Tertiary Amine ◽  
Michael Addition ◽  
Bifunctional Catalyst ◽  
Enantioselective Synthesis ◽  
Brønsted Base

The enantioselective synthesis of 2,3-disubstituted trans-2,3-dihydrobenzofuran derivatives via intramolecular Michael addition has been developed using a bifunctional tertiary amine–thiourea catalyst.

Chiral Bicyclic Guanidine as a Versatile Brønsted Base Catalyst for the Enantioselective Michael Reactions of Dithiomalonates and β-Keto Thioesters

2007 ◽  
Vol 349 (16) ◽  
pp. 2454-2458 ◽  
Author(s):  
Weiping Ye ◽  
Zhiyong Jiang ◽  
Yujun Zhao ◽  
Serena Li Min Goh ◽  
Dasheng Leow ◽  
...  
Keyword(s):  
Base Catalyst ◽  
Michael Reactions ◽  
Brønsted Base
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