Solvent Significance in the Mechanism of Direct Acylation. Reactions in Cyclic Ethers1

1965 ◽  
Vol 30 (8) ◽  
pp. 2821-2826
Author(s):  
Edward Ronwin ◽  
David E. Horn
Keyword(s):  
Direct Acylation ◽  
Acylation Reactions

scholarly journals A novel pathway for lipid biosynthesis: the direct acylation of glycerol

2001 ◽  
Vol 42 (12) ◽  
pp. 1979-1986
Author(s):  
Douglas P. Lee ◽  
Andrew S. Deonarine ◽  
Martin Kienetz ◽  
Quansheng Zhu ◽  
Monika Skrzypczak ◽  
...  
Keyword(s):  
Lipid Biosynthesis ◽  
Direct Acylation

Stereoselective N-Acylation Reactions of α-Alkoxy Carbamates

1998 ◽  
Vol 63 (7) ◽  
pp. 2062-2063 ◽  
Author(s):  
William R. Roush ◽  
Lance A. Pfeifer
Keyword(s):  
Acylation Reactions

Candida antarctica lipase B-catalyzed regioselective deacylation of dihydroxybenzenes acylated at both phenolic hydroxy groups

2016 ◽  
Vol 94 (1) ◽  
pp. 44-49 ◽  
Author(s):  
Toshifumi Miyazawa ◽  
Manabu Hamada ◽  
Ryohei Morimoto
Keyword(s):  
Candida Antarctica ◽  
Candida Antarctica Lipase B ◽  
Candida Antarctica Lipase ◽  
Primary Alcohols ◽  
Lipase B ◽  
Highly Active ◽  
Direct Acylation ◽  
Acyl Acceptors ◽  
Hydroxy Groups ◽  
Phenolic Hydroxy

Candida antarctica lipase B proved to be highly active in the deacylation of substituted hydroquinones and resorcinols acylated at both phenolic hydroxy groups. The deacylation reactions were much faster than the corresponding direct acylations of these dihydroxybenzenes catalyzed by the same lipase. More importantly, they took place generally in a markedly regioselective manner: the acyloxy group remote from the substituent was preferentially cleaved. The main or exclusive products obtained were the regioisomers of those produced through the direct acylation of the dihydroxybenzenes. In the case of alkyl-substituted hydroquinone derivatives, the regioselectivity increased with an increase in the bulk of the substituent. In the case of 4-substituted diacylated resorcinols, the 3-O-monoacyl derivatives were obtained generally as the sole products. Quite interestingly, some secondary alcohols proved to act as better acyl acceptors than the corresponding primary alcohols in these enzymatic deacylations.

Synthesis of several 1-(aminoacyl)-4-cinnamylpiperazines as potential analgetics

1982 ◽  
Vol 47 (2) ◽  
pp. 636-643 ◽  
Author(s):  
Miroslav Protiva ◽  
Zdeňka Kopicová ◽  
Jaroslava Grimová
Keyword(s):  
Substitution Reactions ◽  
Antiinflammatory Agents ◽  
Propionyl Chloride ◽  
Acylation Reactions

A reaction of 1-cinnamylpiperazine (III) with chloroacetyl gave the chloroacetyl derivative IV which was subjected to substitution reactions with aniline, 4-phenylpiperidin-4-ol (XIa),4-(4-fluorophenyl)piperidin-4-ol (XIb) and 4-(4-chloro-3-trifluoromethyl)piperidin-4-ol and afforded the title compounds V and VII-IX. Acylation reactions of compounds V and VII with propionyl chloride gave the propionanilide derivative VI and the 4-phenyl-4-propanoyloxypiperidine derivative X. With the exception of compound VIII, the new substances are analgetically less active than 1-butyryl-4-cinnamylpiperazine (I) and as antiinflammatory agents they are little active or inactive.

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