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Synthesis of α-amino ketone hydrochlorides via chemoselective hydrogenation of α-nitro ketones

✍ Scribed by Rui Tamura; Daihei Oda; Hiroshi Kurokawa

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
253 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis

Chemoselective hydrogenation of various a-nitro ketones was accomplished with 5% Pt sl.lfide on carbon as a catalyst to afford a-amino ketone hydrochlorides in good yields.

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A new synthesis of (±)-phoracantholide, (±)-dihydrorecifeiolide, and (±)-muscone via α-nitro ketones
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## Abstract C~α′~ alkylation of α‐nitro cycloalkanones 1a–c with methyl iodide at −35 to −70°C in THF/heptane/DMPU/TMDA in the presence of LDA as a base furnished the methylated α‐nitro ketones 2a–c. Denitration of 2a, b with Bu~3~SnH/AIBN in dry benzene afforded the α′‐methylated ketones 3a, b, wh