Concatenated Batch and Continuous Flow Procedures for the Upgrading of Glycerol-Derived Aminodiols via N-Acetylation and Acetalization Reactions
Keyword(s):
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.
2001 ◽
Vol 34
(3)
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pp. 306-311
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2009 ◽
Vol 25
(10)
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pp. 2045-2049
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2011 ◽
Vol 7
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pp. 1680-1687
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2011 ◽
Vol 32
(4)
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pp. 647-651
Keyword(s):
2021 ◽
Vol 1010
◽
pp. 012034
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