Asymmetric tosylation of racemic 2-hydroxyalkanamides with chiral copper catalyst

Asymmetric tosylation of racemic 2-hydroxyalkanamides with chiral copper catalyst
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DOI:
10.1016/j.tetlet.2007.10.128
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发表时间:
2007-12-24
影响因子:
1.8
通讯作者:
Demizu, Yosuke
Demizu, Yosuke
中科院分区:
化学4区
文献类型:
--
作者:
Onomura, Osamu;Mitsuda, Masaru;Demizu, Yosuke

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以(R,R)-Ph-box为催化剂,三氟化铜为催化剂,对甲苯磺酰化反应动力学拆分2-羟基烷胺进行了研究。该方法成功地应用于多种2-羟基烷胺类化合物,对映体选择性高达92%ee,然后对甲苯磺酰化产物很容易转化为光学活性的α-氨基酸衍生物。(C)2007爱思唯尔有限公司。保留所有权利。
Kinetic resolution of 2-hydroxyalkanamides was performed by tosylation in the presence of copper(11) triflate and (R,R)-Ph-BOX as a catalyst. This method was successfully applied to a variety of 2-hydroxyalkanamides in high enantioselectivity with up to 92% ee, and then tosylated product was easily transformed into optically active a-amino acid derivatives. (C) 2007 Elsevier Ltd. All rights reserved.