Preparation of enantiomerically pure pyridyl amino acids from serine

Preparation of enantiomerically pure pyridyl amino acids from serine
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DOI:
10.1039/b308750f
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发表时间:
2003-01-01
影响因子:
3.2
通讯作者:
Jackson, RFW
Jackson, RFW
中科院分区:
化学3区
文献类型:
--
作者:
Tabanella, S;Valancogne, I;Jackson, RFW

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通过钯催化的丝氨酸衍生的有机锌试剂与不同取代的卤代吡啶的交叉偶联,已经制备了一系列取代的吡啶基氨基酸。按照这个程序的DMAP类似物已被合成,并用作两个相关的三肽,这已被测试作为催化剂的动力学拆分反式-2-(N-乙酰氨基)环己烷-1-醇的制备中的积木,导致适度的对映体选择性。
A range of substituted pyridyl amino acids have been prepared by palladium catalysed cross-coupling of serine-derived organozinc reagents with differently substituted halopyridines. Following this procedure a DMAP analogue has been synthesised and used as a building block in the preparation of two related tripeptides, which have been tested as catalysts in the kinetic resolution of trans-2-(N-acetylamino)cyclohexan-1-ol, resulting in modest enantioselectivity.