Asymmetric Michael Reaction of 3-Homoacyl Coumarins with Chromone-Fused Dienes toward Enantioenriched Coumarin Chromone Skeletons

2021 ◽  
Author(s):  
Juzhang Yan ◽  
Xiurong Zheng ◽  
Yangqing Zheng ◽  
Ruoting Zhan ◽  
Huicai Huang
Keyword(s):  
Michael Reaction ◽  
High Yields ◽  
Asymmetric Michael Reaction

Asymmetric Michael reaction of 3-homoacyl coumarins and chromone-fused dienes was developed by employing a chiral squaramide, and a series of coumarin chromone skeletons were furnished in moderate to high yields...

scholarly journals ADMET Polymerization of Dimeric Cinchona Squaramides for the Preparation of a Highly Enantioselective Polymeric Organocatalyst

Catalysts ◽  
2020 ◽  
Vol 10 (5) ◽  
pp. 591
Author(s):  
Mohammad Shahid Ullah ◽  
Sadia Afrin Chhanda ◽  
Shinichi Itsuno
Keyword(s):  
Second Generation ◽  
Michael Reaction ◽  
Cinchona Alkaloids ◽  
Cinchona Alkaloid ◽  
Acyclic Diene Metathesis ◽  
Chiral Polymers ◽  
Admet Polymerization ◽  
Reaction Condition ◽  
High Yields ◽  
Asymmetric Michael Reaction

Under the acyclic diene metathesis (ADMET) reaction condition, the C3-vinyl groups of cinchona alkaloids readily react with each other to form a C-C bond. A novel type of cinchona alkaloid polymers was synthesized from dimeric cinchona squaramides using the Hoveyda-Grubbs’ second-generation catalysts (HG2) by means of ADMET reaction. The chiral polymers, containing cinchona squaramide moieties in their main chains, were subsequently employed as catalysts for the enantioselective Michael reaction to give the corresponding chiral adducts in high yields with excellent enantioselectivity and diastereoselectivity. Both enantiomers from the asymmetric Michael reaction were distinctively prepared while using the polymeric catalysts, possessing pseudoenantiomeric structures. The catalysts were readily recovered from the reaction mixture and recycled several times due to the insolubility of the cinchona-based squaramide polymers.

ChemInform Abstract: High Diastereoselectivity Induced by a Fluorous Alkyl Group in the Asymmetric Michael Reaction of Nitroalkenes Catalyzed by a Prolinol Methyl Ether.

ChemInform ◽  
2014 ◽  
Vol 45 (18) ◽  
pp. no-no
Author(s):  
Kazumasa Funabiki ◽  
Masaya Ohta ◽  
Yuta Sakaida ◽  
Kiyofumi Oida ◽  
Yasuhiro Kubota ◽  
...  
Keyword(s):  
Methyl Ether ◽  
Alkyl Group ◽  
Michael Reaction ◽  
Asymmetric Michael Reaction

Cationic [2,6-Bis(2‘-oxazolinyl)phenyl]palladium(II) Complexes:  Catalysts for the Asymmetric Michael Reaction

2000 ◽  
Vol 19 (7) ◽  
pp. 1282-1291 ◽  
Author(s):  
Mark A. Stark ◽  
Geraint Jones ◽  
Christopher J. Richards
Keyword(s):  
Michael Reaction ◽  
Asymmetric Michael Reaction

2-Azanorbornane-Based Amino Alcohol Organocatalysts for Asymmetric Michael Reaction of β-Keto Esters with Nitroolefins

2019 ◽  
Vol 2019 (24) ◽  
pp. 3882-3889 ◽  
Author(s):  
Rei Togashi ◽  
Madhu Chennapuram ◽  
Chigusa Seki ◽  
Yuko Okuyama ◽  
Eunsang Kwon ◽  
...  
Keyword(s):  
Amino Alcohol ◽  
Michael Reaction ◽  
Keto Esters ◽  
Asymmetric Michael Reaction

Asymmetric Michael reaction between aldehydes and nitroalkanes promoted by pyrrolidine-containing C2-symmetric organocatalysts

2019 ◽  
Vol 68 (7) ◽  
pp. 1402-1406
Author(s):  
K. A. Bykova ◽  
A. A. Kostenko ◽  
A. S. Kucherenko ◽  
S. G. Zlotin
Keyword(s):  
Michael Reaction ◽  
Asymmetric Michael Reaction

ChemInform Abstract: Asymmetric Michael Reaction of Acetaldehyde Catalyzed by Diphenylprolinol Silyl Ether.

ChemInform ◽  
2008 ◽  
Vol 39 (41) ◽  
Author(s):  
Yujiro Hayashi ◽  
Takahiko Itoh ◽  
Masahiro Ohkubo ◽  
Hayato Ishikawa
Keyword(s):  
Michael Reaction ◽  
Silyl Ether ◽  
Asymmetric Michael Reaction
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