Synthesis of Bridged and Nonbridged N-Heterocycles by Cyclocondensation of Bis(silyl enol ethers) with Iminium Salts

ChemInform ◽  
2007 ◽  
Vol 38 (32) ◽  
Author(s):  
Peter Langer
Keyword(s):  
Enol Ethers ◽  
Silyl Enol Ethers ◽  
Iminium Salts

scholarly journals Preparation and facile addition reactions of iminium salts derived from amino ketene silyl acetal and amino silyl enol ether

RSC Advances ◽  
2020 ◽  
Vol 10 (46) ◽  
pp. 27874-27883
Author(s):  
Makoto Shimizu ◽  
Shingo Hata ◽  
Koichi Kondo ◽  
Kazuhiro Murakami ◽  
Isao Mizota ◽  
...  
Keyword(s):  
Addition Reactions ◽  
Amino Ketone ◽  
Enol Ether ◽  
Enol Ethers ◽  
Silyl Enol Ethers ◽  
Iminium Salts ◽  
Silyl Enol Ether ◽  
Silyl Acetals

While iminium salts generated from amino ketene silyl acetals react with silyl enol ethers, those from amino silyl enol ethers also undergo facile addition reactions to give alpha-amino ketone derivatives in good yields.

Synthesis of Mannich bases from electrochemically generated iminium salts in the presence of silyl enol ethers

1983 ◽  
Vol 61 (7) ◽  
pp. 1379-1382 ◽  
Author(s):  
Roger N. Renaud ◽  
Denis Bérubé ◽  
Campbell J. Stephens
Keyword(s):  
Tertiary Amine ◽  
Mannich Bases ◽  
Enol Ether ◽  
Enol Ethers ◽  
Silyl Enol Ethers ◽  
Iminium Salts ◽  
Iminium Salt ◽  
Factors Influencing ◽  
Silyl Enol Ether ◽  
Operating Potential

The formation of Mannich bases from the reaction of silyl enol ethers with N-methyl-N-mesitylmethyleniminium salt, generated by the electrochemical oxidation of N,N-dimethylmesidine, was studied. Important factors influencing the reaction are: (a) the silyl enol ether must be nucleophilic enough to react with the iminium salt and, at the same time, must be more difficult to oxidize than the tertiary amine, (b) the product of the reaction must not be oxidized at the operating potential. Examples are presented in this paper illustrating the successes and limitations of this reaction.

Addition of Allylsilanes and Silyl Enol Ethers to Small Oxygenated Rings: New Tools for Organic Synthesis

2014 ◽  
Vol 18 (5) ◽  
pp. 525-546 ◽  
Author(s):  
Carmen Hernandez-Cervantes ◽  
Miriam Alvarez-Corral ◽  
Manuel Munoz-Dorado ◽  
Ignacio Rodriguez-Garcia
Keyword(s):  
Organic Synthesis ◽  
Enol Ethers ◽  
Silyl Enol Ethers

Bench‐Stable Electrophilic Fluorinating Reagents for Highly Selective Mono‐ and Difluorination of Silyl Enol Ethers

2021 ◽  
Author(s):  
Kohsuke Aikawa ◽  
KyoKo Nozaki ◽  
Takashi Okazoe ◽  
Yuichiro Ishibashi ◽  
Akiya Adachi
Keyword(s):  
Enol Ethers ◽  
Silyl Enol Ethers

ChemInform Abstract: Lewis-Acid-Induced Reactions of α-Methoxyglycinamide Derivatives with Silyl Enol Ethers. Formation of 3-Amino-2-pyrrolidinones and 3- Amino-2-pyrrolinones.

ChemInform ◽  
2010 ◽  
Vol 23 (48) ◽  
pp. no-no
Author(s):  
E. C. ROOS ◽  
H. HIEMSTRA ◽  
W. N. SPECKAMP ◽  
B. KAPTEIN ◽  
J. KAMPHUIS ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Enol Ethers ◽  
Silyl Enol Ethers

ChemInform Abstract: Allylation and Benzylation of Enolates Derived from β- Phenylselanyl Silyl Enol Ethers.

ChemInform ◽  
2010 ◽  
Vol 28 (38) ◽  
pp. no-no
Author(s):  
S. PONTHIEUX ◽  
F. OUTURQUIN ◽  
C. PAULMIER
Keyword(s):  
Enol Ethers ◽  
Silyl Enol Ethers
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