Regio- and Stereoselective Multisubstituted Enol Ester Synthesis

2011 ◽  
Vol 76 (21) ◽  
pp. 9133-9138 ◽  
Author(s):  
Noriko Okamoto ◽  
Yoshihisa Miwa ◽  
Hideki Minami ◽  
Kei Takeda ◽  
Reiko Yanada
Keyword(s):  
ChemInform ◽  
2012 ◽  
Vol 43 (9) ◽  
pp. no-no
Author(s):  
Noriko Okamoto ◽  
Yoshihisa Miwa ◽  
Hideki Minami ◽  
Kei Takeda ◽  
Reiko Yanada
Keyword(s):  

1958 ◽  
Vol 230 (2) ◽  
pp. 631-641
Author(s):  
Leon Swell ◽  
E.C. Trout ◽  
Henry Field ◽  
C.R. Treadwell

Catalysts ◽  
2020 ◽  
Vol 11 (1) ◽  
pp. 21
Author(s):  
Davide Rigo ◽  
Nadia Alessandra Carmo Dos Santos ◽  
Alvise Perosa ◽  
Maurizio Selva

An unprecedented two-step sequence was designed by combining batch and continuous flow (CF) protocols for the upgrading of two aminodiol regioisomers derived from glycerol, i.e., 3-amino-1,2-propanediol and 2-amino-1,3-propanediol (serinol). Under batch conditions, at 80–90 °C, both substrates were quantitatively converted into the corresponding amides through a catalyst-free N-acetylation reaction mediated by an innocuous enol ester as isopropenyl acetate (iPAc). Thereafter, at 30–100 °C and 1–10 atm, the amide derivatives underwent a selective CF-acetalisation in the presence of acetone and a solid acid catalyst, to afford the double-functionalized (amide-acetal) products.


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