Control of asymmetry in the radical addition approach to chiral amine synthesis.
Control of asymmetry in the radical addition approach to chiral amine synthesis.
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DOI：
10.1007/128_2013_481
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发表时间：
2014
影响因子：
8.6
通讯作者：
Friestad, Gregory K.
中科院分区：
文献类型：
--
作者：
Friestad, Gregory K.
介绍了亚氨基化合物不对称自由基加成的最新科学进展，首先概述了涉及各种手性辅助方法立体控制的方法。讨论了手性 N-酰腙作为 Mn 介导的分子间加成的自由基受体的用途，从设计到范围调查再到生物活性靶点的应用。多种醛和酮可用作手性腙的可行前体，并且多种烷基碘可用作自由基前体，如反应官能团相容性的批判性评论中所讨论的。提出了在氨基酸和生物碱合成中的应用，以说明这些多功能立体控制碳-碳键构建反应的合成潜力。讨论了不对称催化，从通过与化学计量量的催化剂的非共价相互作用立体控制自由基加成到亚氨基化合物的开创性工作，到最近展示催化剂周转的例子。
The state-of-the-science in asymmetric free radical additions to imino compounds is presented, beginning with an overview of methods involving stereocontrol by various chiral auxiliary approaches. Chiral N-acylhydrazones are discussed with respect to their use as radical acceptors for Mn-mediated intermolecular additions, from design to scope surveys to applications to biologically active targets. A variety of aldehydes and ketones serve as viable precursors for the chiral hydrazones, and a variety of alkyl iodides may be employed as radical precursors, as discussed in a critical review of the functional group compatibility of the reaction. Applications to amino acid and alkaloid synthesis are presented to illustrate the synthetic potential of these versatile stereocontrolled carbon–carbon bond construction reactions. Asymmetric catalysis is discussed, from seminal work on the stereocontrol of radical addition to imino compounds by non-covalent interactions with stoichiometric amounts of catalysts, to more recent examples demonstrating catalyst turnover.
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影响因子：
15
作者：
DADO, GP;GELLMAN, SH
通讯作者：
GELLMAN, SH
影响因子：
1.8
作者：
Ciufolini, MA;Shimizu, T;Xi, N
通讯作者：
Xi, N
影响因子：
1.6
作者：
Bertrand, M;Feray, L;Gastaldi, S
通讯作者：
Gastaldi, S
DOI：
10.1039/p19940003499
发表时间：
1994-12-07
期刊：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
影响因子：
--
作者：
BOOTH, SE;JENKINS, PR;SWEENEY, JB
通讯作者：
SWEENEY, JB
影响因子：
3.6
作者：
Enders, D;Díez, E;Lassaletta, JM
通讯作者：
Lassaletta, JM