Iridium and a Brønsted acid cooperatively catalyzed chemodivergent and stereoselective reactions of vinyl benzoxazinones with azlactones

2019 ◽  
Vol 55 (9) ◽  
pp. 1283-1286 ◽  
Author(s):  
Meng Sun ◽  
Xiao Wan ◽  
Si-Jia Zhou ◽  
Guang-Jian Mei ◽  
Feng Shi
Keyword(s):  
Substitution Reaction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Cooperative Catalysis ◽  
Brönsted Acid ◽  
Stereoselective Reactions

Under cooperative catalysis of iridium and a Brønsted acid, different C4-substituted azlactones react with vinyl benzoxazinones via a formal [4+2] cycloaddition or substitution reaction in a chemo- and stereoselective mode.

A Tandem Isomerization/Prins Strategy: Iridium(III)/Brønsted Acid Cooperative Catalysis

2013 ◽  
Vol 125 (49) ◽  
pp. 13148-13152 ◽  
Author(s):  
Vince M. Lombardo ◽  
Christopher D. Thomas ◽  
Karl A. Scheidt
Keyword(s):  
Bronsted Acid ◽  
Brønsted Acid ◽  
Cooperative Catalysis ◽  
Brönsted Acid

Cooperative Catalysis with Iron and a Chiral Brønsted Acid for Asymmetric Reductive Amination of Ketones

2014 ◽  
Vol 356 (16) ◽  
pp. 3451-3455 ◽  
Author(s):  
Shaolin Zhou ◽  
Steffen Fleischer ◽  
Haijun Jiao ◽  
Kathrin Junge ◽  
Matthias Beller
Keyword(s):  
Reductive Amination ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Cooperative Catalysis ◽  
Brönsted Acid ◽  
Chiral Bronsted Acid

Cooperative catalysis of N-heterocyclic carbene and Brønsted acid for a highly enantioselective route to unprotected spiro-indoline-pyrans

2015 ◽  
Vol 51 (39) ◽  
pp. 8330-8333 ◽  
Author(s):  
Youqiang Lin ◽  
Limin Yang ◽  
Yue Deng ◽  
Guofu Zhong
Keyword(s):  
Direct Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Cooperative Catalysis ◽  
Brönsted Acid

A chiral cooperative catalysis of NHC and Brønsted acid for a formal [4+2] reaction of unprotected isatins and enals was developed for the direct synthesis of unprotected spiro[indoline-3,2′-pyran]-2,6′(3′H)-diones in good to excellent yields (up to 95%) with high enantioselectivities (up to >93% ee).

Isothiourea and Brønsted Acid Cooperative Catalysis: Enantioselective Construction of Dihydropyridinones

2020 ◽  
Vol 22 (6) ◽  
pp. 2261-2265 ◽  
Author(s):  
Yu-Chen Zhang ◽  
Rui-Long Geng ◽  
Jin Song ◽  
Liu-Zhu Gong
Keyword(s):  
Bronsted Acid ◽  
Brønsted Acid ◽  
Cooperative Catalysis ◽  
Brönsted Acid

Direct Carbohydroxylation of Arylalkenes with Allylic Alcohols: Cooperative Catalysis of Copper, Silver, and a Brønsted Acid

2019 ◽  
Vol 58 (8) ◽  
pp. 2495-2499 ◽  
Author(s):  
Waqar Ahmed ◽  
Sheng Zhang ◽  
Xiaoqiang Yu ◽  
Xiujuan Feng ◽  
Yoshinori Yamamoto ◽  
...  
Keyword(s):  
Allylic Alcohols ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Cooperative Catalysis ◽  
Brönsted Acid

scholarly journals Chiral Brønsted acid-catalyzed intramolecular SN2′ reaction for enantioselective construction of a quaternary stereogenic center

2018 ◽  
Vol 9 (26) ◽  
pp. 5747-5757 ◽  
Author(s):  
Masahiro Shimizu ◽  
Jun Kikuchi ◽  
Azusa Kondoh ◽  
Masahiro Terada
Keyword(s):  
Substitution Reaction ◽  
Allylic Substitution ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Sn2 Reaction ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid ◽  
Stereogenic Center

Construction of a quaternary stereogenic center was accomplished through the enantioselective intramolecular allylic substitution reaction of bis-trichloroacetimidate catalyzed by a chiral phosphoramide derivative.

scholarly journals Asymmetric Cooperative Catalysis of Strong Bronsted Acid-Promoted Reactions Using Chiral Ureas

Science ◽  
2010 ◽  
Vol 327 (5968) ◽  
pp. 986-990 ◽  
Author(s):  
H. Xu ◽  
S. J. Zuend ◽  
M. G. Woll ◽  
Y. Tao ◽  
E. N. Jacobsen
Keyword(s):  
Bronsted Acid ◽  
Brønsted Acid ◽  
Cooperative Catalysis ◽  
Brönsted Acid

Brønsted Acid Catalyzed Dehydrative Nucleophilic Substitution of C3-Substituted 2-Indolylmethanols with Azlactones

Synthesis ◽  
2017 ◽  
Vol 50 (02) ◽  
pp. 295-302 ◽  
Author(s):  
Guang-Jian Mei ◽  
Feng Shi ◽  
Chen-Yu Bian ◽  
Dan Li ◽  
Qian Shi
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reaction ◽  
Direct Synthesis ◽  
Indole Derivatives ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Whole Process ◽  
Brönsted Acid ◽  
New Strategy ◽  
Acid Catalyzed

An efficient dehydrative nucleophilic substitution reaction of C3-substituted2-indolylmethanols with azlactones has been established. In the whole process, Brønsted acid was supposed to activate two substrates simultaneously. A series of structurally diversified indole derivatives were obtained in generally good yields and high diastereoselectivities (up to 86% yield, >95:5 dr). This protocol not only provides a new strategy for the direct synthesis of structurally diversified indole derivatives, but also enriches the chemistry of 2-indolylmethanols via dehydrative substitution reaction.

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