HIGHLY CHEMOSELECTIVE REDUCTION OF N-BOC PROTECTED LACTAMS
HIGHLY CHEMOSELECTIVE REDUCTION OF N-BOC PROTECTED LACTAMS
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DOI：
10.1016/s0040-4039(00)73047-4
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发表时间：
1994-03-28
影响因子：
1.8
通讯作者：
RUANO, JLG
中科院分区：
文献类型：
--
作者：
PEDREGAL, C;EZQUERRA, J;RUANO, JLG
N-Boc 保护的内酰胺可以在其他基团（例如酯、腈、氨基甲酸酯或双键）存在下进行化学选择性还原，首先使用三乙基硼氢化锂将酰胺羰基还原成相应的半缩醛胺，然后使用三乙基硅烷/三氟化硼醚合物进一步还原半缩醛胺中间体。该方法保留了基材中存在的手性。
N-Boc protected lactams can be reduced chemoselectively in the presence of other groups such as esters, nitriles, carbamates or double bonds by first reducing the amide carbonyl group into the corresponding hemiaminal using lithium triethylborohydride followed by further reduction of the hemiaminal intermediate with triethylsilane/Boron trifluoride etherate. This method preserves the chirality present in the substrate.