Chiral lithium binaphtholate for enantioselective amination of acyclic α-alkyl-β-keto esters: Application to the total synthesis of L-carbidopa
Chiral lithium binaphtholate for enantioselective amination of acyclic α-alkyl-β-keto esters: Application to the total synthesis of L-carbidopa
复制标题
DOI：
10.1016/j.tet.2017.08.015
复制
发表时间：
2017-10-12
期刊：
影响因子：
2.1
通讯作者：
Kotani, Shunsuke
中科院分区：
文献类型：
--
作者：
Asano, Toshifumi;Moritani, Miyuki;Kotani, Shunsuke
一种手性联萘酚锂催化α-烷基-β-酮酯与偶氮二羧酸酯的对映选择性胺化，以高产率和良好至高的对映选择性制备光学活性α，α-二取代的α-氨基酸衍生物。化学计量的氢氧化锂有效地提高了胺化反应的反应活性和对映选择性。所得胺化产物易于转化为L-卡比多巴。(C)2017爱思唯尔有限公司版权所有
A chiral lithium binaphtholate catalyzes the enantioselective amination of alpha-alkyl-beta-keto esters with azodicarboxylates to produce optically active alpha,alpha-disubstituted alpha-amino acid derivatives in high yields and with good to high enantioselectivities. A stoichiometric amount of lithium hydroxide efficaciously improved both the reactivity and enantioselectivity of amination. The resulting aminated product is readily convertible to L-carbidopa. (C) 2017 Elsevier Ltd. All rights reserved.