Condensations from Enol Ethers with a Lewis Acid

2008 ◽  
pp. 1
Author(s):  
A. G. Fallis ◽  
M. S. Souweha
Keyword(s):  
Lewis Acid ◽  
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

scholarly journals Addition of lithiated enol ethers to nitrones and subsequent Lewis acid induced cyclizations to enantiopure 3,6-dihydro-2H-pyrans – an approach to carbohydrate mimetics

2010 ◽  
Vol 6 ◽  
Author(s):  
Fabian Pfrengle ◽  
Hans-Ulrich Reissig
Keyword(s):  
Lewis Acid ◽  
Functional Group ◽  
Tricarboxylic Acid ◽  
Membered Ring ◽  
Enol Ether ◽  
Enol Ethers ◽  
Acidic Conditions ◽  
Hydroxylamine Derivatives

A stereodivergent synthesis of enantiopure 3,6-dihydro-2H-pyrans is presented. The addition of lithiated enol ethers to carbohydrate-derived nitrones afforded syn- or anti-configured hydroxylamine derivatives 4a–d that were cyclized under Lewis acidic conditions to yield functionalized dihydropyrans cis- or trans-5a–d containing an enol ether moiety. This functional group was employed for a variety of subsequent reactions such as dihydroxylation or bromination. Bicyclic enol ether 19 was oxidatively cleaved to provide the highly functionalized ten-membered ring lactone 20. The synthesized enantiopure aminopyrans 24, 26, 28 and 30 can be regarded as carbohydrate mimetics. Trimeric versions of 24 and 28 were constructed via their attachment to a tricarboxylic acid core.

Lewis acid promoted aldol reaction of fluorinated silyl enol ethers from new fluoroacetylsilane derivatives

2004 ◽  
Vol 45 (28) ◽  
pp. 5403-5406 ◽  
Author(s):  
Woo Jin Chung ◽  
Silvana C. Ngo ◽  
Seiichiro Higashiya ◽  
John T. Welch
Keyword(s):  
Lewis Acid ◽  
Aldol Reaction ◽  
Enol Ethers ◽  
Silyl Enol Ethers

Lewis Acid Mediated Selective Chalcogenalkylation of Silyl Enol Ethers with [O,S]-Acetals

Synthesis ◽  
1999 ◽  
Vol 1999 (04) ◽  
pp. 562-564 ◽  
Author(s):  
Antonio L. Braga ◽  
Luciano Dornelles ◽  
Claudio C. Silveira ◽  
Ludger A. Wessjohann
Keyword(s):  
Lewis Acid ◽  
Enol Ethers ◽  
Silyl Enol Ethers
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