Organocatalytic [4 + 2] cyclocondensation of α,β-unsaturated acyl chlorides with imines: highly enantioselective synthesis of dihydropyridinone and piperidine derivatives

2014 ◽  
Vol 12 (14) ◽  
pp. 2167 ◽  
Author(s):  
Wen-Qiang Jia ◽  
Xiang-Yu Chen ◽  
Li-Hui Sun ◽  
Song Ye
Keyword(s):  
Enantioselective Synthesis ◽  
Acyl Chlorides ◽  
Unsaturated Acyl

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.

ChemInform Abstract: N-Heterocyclic Carbene-Catalyzed Enantioselective Synthesis of Functionalized Cyclopentenes via α,β-Unsaturated Acyl Azoliums.

ChemInform ◽  
2015 ◽  
Vol 46 (15) ◽  
pp. no-no
Author(s):  
Santigopal Mondal ◽  
Santhivardhana Reddy Yetra ◽  
Atanu Patra ◽  
Sunita S. Kunte ◽  
Rajesh G. Gonnade ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Unsaturated Acyl

Unusual Friedel-Crafts reactions, IX. One-step ortho-acylation of phenols with α,β-unsaturated acyl chlorides. Synthesis of 2'-hydroxychalcones and sorbicillin analogues

Tetrahedron ◽  
1984 ◽  
Vol 40 (20) ◽  
pp. 4081-4084 ◽  
Author(s):  
Franca Bigi ◽  
Giovanni Casiraghi ◽  
Giuseppe Casnati ◽  
Stefania Marchesi ◽  
Giovanni Sartori ◽  
...  
Keyword(s):  
Acyl Chlorides ◽  
Unsaturated Acyl ◽  
One Step

ChemInform Abstract: Acylation of 2-Amino-4-quinazolinones with Unsaturated Acyl Chlorides.

ChemInform ◽  
1988 ◽  
Vol 19 (23) ◽  
Author(s):  
L. M. YUN ◽  
K. O. NAZHIMOV ◽  
S. MASHARIPOV ◽  
R. A. SAMIEV ◽  
S. A. MAKHMUDOV ◽  
...  
Keyword(s):  
Acyl Chlorides ◽  
Unsaturated Acyl

Reactions of 4-hydroxy-6-methyl-2-pyrone with αβ-unsaturated acyl chlorides

1968 ◽  
Vol 0 (6) ◽  
pp. 324-325 ◽  
Author(s):  
K. Kato ◽  
Y. Shizuri ◽  
Y. Hirata ◽  
S. Yamamura
Keyword(s):  
Acyl Chlorides ◽  
Unsaturated Acyl
Sign in / Sign up

Export Citation Format

Share Document