ChemInform Abstract: SYNTHESIS OF 2-AMINO-6-SUBSTITUTED 5,6-DIHYDRO-4H-,1,3-THIAZIN-4-ONES FROM α,β-UNSATURATED ACYL ISOTHIOCYANATES

1981 ◽  
Vol 12 (8) ◽  
Author(s):  
M. DZURILLA ◽  
P. KRISTIAN ◽  
P. KUTSCHY
Keyword(s):  
Unsaturated Acyl

Syntheses of Spiro(2-oxopyrrolidinyl)-5,4′-pyrazolones via Organocatalyzed Michael/Ammonolysis Cascade Reaction of 4-Aminopyrazolones and α,β-Unsaturated Acyl Phosphates

Synlett ◽  
2021 ◽  
Author(s):  
Lin Chen ◽  
You-Fen Li ◽  
Zheng-Jun Chen ◽  
Wen-Ya Jiao ◽  
Zhi-Jiao Chen
Keyword(s):  
Drug Discovery ◽  
Chemical Biology ◽  
Cascade Reaction ◽  
Unsaturated Acyl

AbstractThe efficient organocatalyzed Michael/ammonolysis cascade reaction of N-protected 4-aminopyrazolones and α,β-unsaturated acyl phosphates has been developed. This tactic gives rise to architecturally multifarious spiro(2-oxopyrrolidinyl)-5,4′-pyrazolones in good productiveness (up to 88% yield) and with moderate to good diastereoselectivities (up to 20:1 dr). These novel hybrid heterocycles would be promising candidates for drug-discovery programs and chemical biology.

scholarly journals α,β-Unsaturated acyl ammonium species as reactive intermediates in organocatalysis: an update

2020 ◽  
Author(s):  
Jacqueline Bitai ◽  
Matthew Westwood ◽  
Andrew D Smith
Keyword(s):  
Reactive Intermediates ◽  
Domino Reactions ◽  
Michael Additions ◽  
Unsaturated Acyl

α,β-Unsaturated acyl ammonium species are versatile intermediates that have been applied in a variety of transformation including Michael additions, domino reactions and cycloadditions. Many of these transformations are promoted by...

Glyceride studies. V. The distribution of unsaturated acyl groups in vegetable triglycerides

1965 ◽  
Vol 42 (11) ◽  
pp. 965-970 ◽  
Author(s):  
F. D. Gunstone ◽  
R. J. Hamilton ◽  
F. B. Padley ◽  
M. Ilyas Qureshi
Keyword(s):  
Unsaturated Acyl

ChemInform Abstract: Synthesis and Stereoselective Reactions of α,β-Unsaturated Acyl Ligands Bound to the Chiral Auxiliary ((η5-C5H5)Fe(CO)(PPh3)): A Review

ChemInform ◽  
1988 ◽  
Vol 19 (1) ◽  
Author(s):  
S. G. DAVIES ◽  
I. M. DORDOR-HEDGECOCK ◽  
R. J. C. EASTON ◽  
S. C. PRESTON ◽  
K. H. SUTTON ◽  
...  
Keyword(s):  
Chiral Auxiliary ◽  
Unsaturated Acyl ◽  
Stereoselective Reactions

Acylation du (cyclopropylméthyl)triméthylsilane. Une nouvelle voie d'accès aux énones non conjuguées

1981 ◽  
Vol 59 (5) ◽  
pp. 802-806 ◽  
Author(s):  
M. Grignon-Dubois ◽  
J. Dunoguès ◽  
R. Calas
Keyword(s):  
Saturated Hydrocarbon ◽  
Chloroacetyl Chloride ◽  
Competitive Reaction ◽  
Acyl Chlorides ◽  
Unsaturated Ketones ◽  
Unsaturated Acyl ◽  
Catalytic Role ◽  
Convenient Route ◽  
Allylic Cleavage

Acylation of (cyclopropylmethyl)trimethylsilane using RCOCl/AlCl3 (R: saturated hydrocarbon group) constitutes a mild, convenient route to β,γ-unsaturated ketones free from the conjugated isomers. With α,β-unsaturated acyl chlorides a competitive reaction between the C—H and C—Si allylic cleavage is observed whereas chloroacetyl chloride affords the γ,δ-ethylenic corresponding ketone. A mechanism involving the catalytic role of HCl in the formation of β,γ-unsaturated and chloroketones is proposed.

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