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- W2019969501 abstract "Using a protocol previously established by our group 3 , several α-acyloxy carboxyamides were prepared (Scheme 1). Aliphatic, aromatic and heteroaromatic aldehydes 1 were reacted with methyl/ethyl isocyanoacetate 2 and Cbz-glycine 3 (Scheme 1). The three components were subjected to microwave irradiation for 4 min (60 °C, 40 W) to give products 4a-f in moderate to good yields. When compounds 4a-f were subjected to a hydrogenolysis reaction in the presence of Pd/C as catalyst under hydrogen atmosphere using methanol as solvent, the expected products 5a-f were not obtained. Instead, compounds 6a-c or 7a-c were isolated in near quantitative yields in a very clean process. Interestingly and most surprising is the removal of the hydroxyl groups for substrates 6b and 6c under longer reaction periods. In these cases, compounds 7b,c could be obtained when the reaction was left for a short time (≤ 5 min)." @default.
- W2019969501 created "2016-06-24" @default.
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- W2019969501 date "2013-09-01" @default.
- W2019969501 modified "2023-10-01" @default.
- W2019969501 title "Unexpected cleavage of an ester group by hydrogenolysis reactions of Passerini subtrates." @default.
- W2019969501 doi "https://doi.org/10.5151/chempro-14bmos-r0351-1" @default.
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