Generation and utility of tertiary alpha-aminoorganolithium reagents.
Generation and utility of tertiary alpha-aminoorganolithium reagents.
复制标题
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:
影响因子:
--
通讯作者:
Rychnovsky,ScottD
中科院分区:
文献类型:
--
作者:
Wolckenhauer,ScottA;Rychnovsky,ScottD
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.