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- W2154282258 abstract "Abstract The reactivity of carbonic acid diesters in the presence of the amidine base DBU (1,8‐diazabicyclo[5.4.0]undec‐7‐ene) has been investigated for the first time. Organic carbonates can be activated by DBU through the formation of N ‐alkoxycarbonyl ketene aminal 2 as the ultimate product. The latter species may form through deprotonation of the corresponding N ‐alkoxycarbonyl‐amidinium cation 1 + by the amidine base. We have for the first time isolated and characterized, both in the solid state (X‐ray crystal structure determination, IR) and in solution (NMR), a few 1 + chloride salts and studied their reactivity towards the organic base. The reactivity of both 1 + and 2 with methanol has also been explored. Ketene aminal 2 behaves as a “CO 2 R” carrier, as it can selectively transfer the alkoxycarbonyl group to the alcohol and regenerate the amidine base." @default.
- W2154282258 created "2016-06-24" @default.
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- W2154282258 date "2011-03-16" @default.
- W2154282258 modified "2023-09-24" @default.
- W2154282258 title "DBU-Promoted Nucleophilic Activation of Carbonic Acid Diesters" @default.
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- W2154282258 doi "https://doi.org/10.1002/ejoc.201001725" @default.
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