Synthesis of Chiral Heterocyclic N‐Haloamides and ‐imides and Their Applications as Halogenating Agents and Mechanistic Probes

Synthesis of Chiral Heterocyclic N‐Haloamides and ‐imides and Their Applications as Halogenating Agents and Mechanistic Probes
复制标题

手性杂环Nâ卤代酰胺和酰亚胺的合成及其作为卤化剂和机理探针的应用

DOI:
10.1002/ejoc.201601159
复制
发表时间:
2017
影响因子:
2.8
通讯作者:
C. G. Daniliuc
C. G. Daniliuc
中科院分区:
化学3区
文献类型:
--
作者:
U. Hennecke;C. H. Müller;C. G. Daniliuc

文献摘要

参考文献

被引文献

相似文献

N-卤代胺和-酰亚胺是标准的卤代剂,已用于自由基卤化反应和亲电卤化反应。尽管卤代琥珀酰亚胺具有广泛的应用前景,但对其中最常见的几种试剂,如卤代琥珀酰亚胺的手性衍生物,报道甚少。在这里,我们报道了新的手性N-卤代酰胺和酰亚胺衍生物的合成,这些化合物很容易从手性池的廉价原料中获得。这些新型的手性卤代试剂被用作卤代醚化反应中的化学计量试剂和有机催化卤代环化反应中的机理探针。
N‐Haloamides and ‐imides are standard halogenating agents and have been used in radical as well as electrophilic halogenation reactions. Despite their many applications, there are only few reports of chiral derivatives of the most common of these reagents such asN‐halosuccinimides. Herein, we report the synthesis of new chiralN‐halogenated amides and imide derivatives, which are easily accessible from inexpensive starting materials of the chiral pool. These new chiral halogenating agents were then applied as stoichiometric reagents in haloetherification reactions and as mechanistic probes in organocatalytic halocyclization reactions.
烯烃的催化、不对称卤代官能化——一个批判的视角。
DOI: 10.1002/anie.201204347
发表时间: 2012-10-29
期刊: Angewandte Chemie (International ed. in English)
影响因子: --
作者:
Denmark SE;Kuester WE;Burk MT
通讯作者: Burk MT
通过刘易斯碱/手性布朗斯特酸合作催化的对映体选择性溴环蛋白化反应的开发和机制。
DOI: 10.1002/chir.22259
发表时间: 2014-07
期刊: Chirality
影响因子: 2
作者:
Denmark SE;Burk MT
通讯作者: Burk MT
DOI: 10.1139/v98-153
发表时间: 1998
影响因子: 1.1
作者:
R. B. Grossman;Robin J. Trupp
通讯作者: Robin J. Trupp
手性N-氯亚胺二碳酸酯的设计与合成:在硅烯醇醚不对称氯化中的应用。
DOI: --
发表时间: 2007
影响因子: 3.6
作者:
Saumen Hajra;Manishabrata Bhowmick;B. Maji;Debarshi Sinha
通讯作者: Debarshi Sinha
新型手性溴化剂和氯化剂
DOI: --
发表时间: 1993
期刊:
影响因子: --
作者:
L. Duhamel;G. Plé;P. Angibaud;J. Desmurs
通讯作者: J. Desmurs