lsyc_a_1364768_sm4231.pdf (1.17 MB)
Detailed studies on the reduction of aliphatic 3-, 4-, 6-, and 13-oximino esters: Synthesis of novel isomeric amino esters, oximino alcohols, and amino alcohols
Version 2 2017-10-05, 14:38
Version 1 2017-08-11, 14:12
journal contribution
posted on 2017-10-05, 14:38 authored by Hatice Başpınar Küçük, Hasniye Yaşa, Tülay Yıldız, Ayşe Sergüzel YusufoğluThe preparation of novel 3-, 4-, 6-, and 13-amino-tetradecanoic acid methyl esters (2a–d) obtained by the reduction of 3-, 4-, 6-, and 13-oximino-tetradecanoic acid methyl esters (1a–d), was investigated. Oximino esters were reduced to afford the corresponding amino esters using NaBH4–ZrCl4 reducing system with good yields (58–82%). However, the reduction of oximino esters with LiAlH4 and BH3. Tetrahydrofuran gave the corresponding novel 3-, 4-, 6-, and 13-oximino alcohols (3a–d), and 3-, 4-, 6-, and 13-amino alcohols (4a–d) respectively with good chemical yields.