Concertedness in acyl group transfer in solution: a single transition state in acetyl group transfer between phenolate ion nucleophiles

1987 ◽  
Vol 109 (21) ◽  
pp. 6362-6368 ◽  
Author(s):  
Salem Ba-Saif ◽  
Ajay K. Luthra ◽  
Andrew Williams
Keyword(s):  
Transition State ◽  
Group Transfer ◽  
Single Transition ◽  
Acetyl Group

Single transition state for sulfonato group (SO3) transfer between pyridine nucleophiles

1985 ◽  
Vol 107 (14) ◽  
pp. 4327-4331 ◽  
Author(s):  
Nicholas Bourne ◽  
Andrew Hopkins ◽  
Andrew Williams
Keyword(s):  
Transition State ◽  
Single Transition

Acetal Formation Facilitated in 2-Hydroxyaryl Aldehydes by Intramolecular Acyl Group Transfer

1986 ◽  
Vol 39 (11) ◽  
pp. 1747 ◽  
Author(s):  
AJ Liepa ◽  
AJ Liepa ◽  
TC Morton ◽  
TC Morton
Keyword(s):  
Acyl Transfer ◽  
Reaction Conditions ◽  
Group Transfer ◽  
Acetyl Group ◽  
Derivatives Of ◽  
Acyl Derivatives ◽  
Mechanism Of The Reaction

Convenient preparations of synthetically useful acetals, a dithioacetal and an oxathiolan from the 2-acyl derivatives of 2-hydroxyaryl aldehydes under basic conditions are described. The mildness of the reaction conditions is illustrated by the formation of an ethoxycarbonyl -substituted dioxolan . The reaction is dependent upon an intramolecular acetyl group transfer and the mechanism of the reaction is discussed. Some broader implications of this type of acyl transfer are discussed.

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