Diastereoselective additions of organolithium reagents to the C=N bond of protected erythrulose oxime ethers. Synthesis of enantiopure alpha,alpha-disubstituted alpha-aminoacids
Diastereoselective additions of organolithium reagents to the C=N bond of protected erythrulose oxime ethers. Synthesis of enantiopure alpha,alpha-disubstituted alpha-aminoacids
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DOI：
10.1016/s0040-4039(97)00165-2
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发表时间：
1997-03-10
影响因子：
1.8
通讯作者：
Falomir, E
中科院分区：
文献类型：
--
作者：
Marco, JA;Carda, M;Falomir, E
有机锂试剂加成到几种衍生自藜芦糖的手性（E）-和（Z）-酮肟醚的C=N键上已被证明对（E）-异构体具有高度的非对映选择性。加成产物转化为两个α，α-二取代α-氨基酸（R）-2-（-）-甲基丝氨酸和（R）-2-（-）-甲基丝氨酸。(R)-(+）-2-苯基丝氨酸。(C)1997 Elsevier Science Ltd.
The addition of organolithium reagents to the C=N bond of several erythrulose-derived chiral (E)- and (Z)-ketoxime ethers has been shown to be highly diastereoselective for the (E)-isomers. A chelated transition state has been proposed to explain this result The addition products were converted into the two alpha,alpha-disubstituted alpha-aminoacids (R)-2-(-)-methylserine and .(R)-(+)-2-phenylserine. (C) 1997 Elsevier Science Ltd.