Generation and utility of tertiary alpha-aminoorganolithium reagents.

Generation and utility of tertiary alpha-aminoorganolithium reagents.
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叔α-氨基有机锂试剂的产生和应用。

DOI:
10.1021/ol049039p
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发表时间:
2004
期刊:
Organic letters.
影响因子:
--
通讯作者:
Rychnovsky,ScottD
Rychnovsky,ScottD
中科院分区:
--
文献类型:
--
作者:
Wolckenhauer,ScottA;Rychnovsky,ScottD

文献摘要

相似文献

研究了α-氨基腈还原锂化合成叔氨基有机锂试剂的一般方法。这类有机锂亲核试剂与羰基亲电试剂或在分子内环化中与系留的磷酸离去基团有效反应。金属转移可用于生产α-氨基有机铜酸盐试剂,其与烷基卤亲电试剂反应并与烯酮进行1,4-加成反应。这些方法建立了一种新的合成邻氮四元中心的方法。
A general approach to tertiary α-aminoorganolithium reagents by reductive lithiation of α-aminonitriles has been developed. This class of organolithium nucleophiles reacts efficiently with carbonyl electrophiles or in intramolecular cyclizations with tethered phosphate leaving groups. Transmetalation can be used to produce α-aminoorganocuprate reagents that react with alkyl halide electrophiles and in 1,4-additions with enones. These methods establish a new approach for the synthesis of quaternary centers adjacent to nitrogen.