Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride

2021 ◽  
pp. 153480
Author(s):  
Motofumi Miura ◽  
Karin Shigematsu ◽  
Masaharu Toriyama ◽  
Shigeyasu Motohashi
Keyword(s):  
Michael Addition ◽  
Catalytic Amount ◽  
Convenient Synthesis ◽  
Cesium Fluoride

ChemInform Abstract: Cesium Fluoride Catalyzed Aza-Michael Addition Reaction in Aqueous Media.

ChemInform ◽  
2012 ◽  
Vol 43 (5) ◽  
pp. no-no
Author(s):  
Vilas B. Labade ◽  
Shivaji S. Pawar ◽  
Murlidhar S. Shingare
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Aqueous Media ◽  
Michael Addition Reaction ◽  
Cesium Fluoride

Convenient preparation of a β-O-4-type lignin model trimer via KOH-catalyzed hydroxymethylation and a new protection method

Holzforschung ◽  
2013 ◽  
Vol 67 (2) ◽  
pp. 129-136 ◽  
Author(s):  
Maarit Lahtinen ◽  
Anssi Haikarainen ◽  
Jussi Sipilä
Keyword(s):  
Model Compound ◽  
Catalytic Amount ◽  
Side Chain ◽  
Hydroxyl Groups ◽  
Chemical Behavior ◽  
Model Compounds ◽  
Protection Method ◽  
Convenient Synthesis ◽  
Lignin Model ◽  
Convenient Preparation

Abstract Lignin, as the second most abundant biopolymer on earth, is one of the targets for plant biorefinery studies. Its complex chemical behavior is frequently studied by dimeric, trimeric, etc. model compounds, preferably with a β-O-4-type structure. In the present study, a convenient synthesis of a β-O-4-type trimeric model compound possessing a free syringylic hydroxyl has been investigated. Two key modifications were in focus: (1) Protection of the aliphatic hydroxyl groups of the starting phenolic dimer prior to the SN2 displacement reaction before introducing the syringylic moiety with 2,2-dimethoxypropane. (2) The hydroxymethylation step to introduce the full side chain moiety. When this reaction was performed in dioxane/water in the presence of a catalytic amount of KOH instead of K2CO3, the formation of a side product via dehydration was markedly reduced. In addition, a convenient method for introducing an α,β-epoxide structure in acetophenone is recommended.

Cesium Fluoride-Induced Intramolecular Michael Addition:  Highly Diastereoselective Ring Construction of atrans-2,3-Dimethylchroman-4-one

1996 ◽  
Vol 61 (19) ◽  
pp. 6484-6485 ◽  
Author(s):  
Tsutomu Ishikawa ◽  
Yumie Oku ◽  
Ken-Ichiro Kotake ◽  
Hisashi Ishii
Keyword(s):  
Michael Addition ◽  
Cesium Fluoride

A convenient synthesis of .gamma.-lactams via Michael addition

1977 ◽  
Vol 42 (19) ◽  
pp. 3162-3165 ◽  
Author(s):  
Basanta G. Chatterjee ◽  
Devi P. Sahu
Keyword(s):  
Michael Addition ◽  
Convenient Synthesis

Cesium fluoride catalyzed Aza-Michael addition reaction in aqueous media

2011 ◽  
Vol 142 (10) ◽  
pp. 1055-1059 ◽  
Author(s):  
Vilas B. Labade ◽  
Shivaji S. Pawar ◽  
Murlidhar S. Shingare
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Aqueous Media ◽  
Michael Addition Reaction ◽  
Cesium Fluoride
Sign in / Sign up

Export Citation Format

Share Document