Department of Chemistry and Chemical Biology, Cornell University , Baker Laboratory, Ithaca, New York 14853-1301, United States.
J Org Chem. 2016 Nov 18;81(22):11312-11315. doi: 10.1021/acs.joc.6b02287. Epub 2016 Nov 2.
The reactivities and chemoselectivities of sodium diisopropylamide (NaDA) in N,N-dimethylethylamine (DMEA) are compared with those of lithium diisopropylamide (LDA) in tetrahydrofuran (THF). Metalations of arenes, epoxides, ketones, hydrazones, dienes, and alkyl and vinyl halides are represented. The positive attributes of NaDA-DMEA include high solubility, stability, resistance to solvent decomposition, and ease of preparation. The high reactivities and chemoselectivities often complement those of LDA-THF.
比较了二异丙基胺钠（NaDA）在 N，N-二甲基乙胺（DMEA）中和二异丙基胺锂（LDA）在四氢呋喃（THF）中的反应性和化学选择性。代表了芳族化合物、环氧化物、酮、腙、二烯、烷基和乙烯基卤化物的金属化。NaDA-DMEA 的优点包括高溶解度、稳定性、抗溶剂分解性和易于制备。高反应性和化学选择性通常与 LDA-THF 的互补。
