Solution structures and reactivities of the mixed aggregates derived from n-butyllithium and vicinal amino alkoxides.
Solution structures and reactivities of the mixed aggregates derived from n-butyllithium and vicinal amino alkoxides.
复制标题
正丁基锂和邻位氨基醇盐衍生的混合聚集体的溶液结构和反应性。
DOI：
10.1021/ja010136c
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发表时间：
2001
影响因子：
15
通讯作者：
Collum,DB
中科院分区：
文献类型：
--
作者：
Sun,X;Winemiller,MD;Xiang,B;Collum,DB
Low-temperature6Li,13C, and15N NMR spectroscopies reveal that mixtures ofn-BuLi and (1R,2S)-R‘2NCH(R)CH(Ph)OLi (R*OLi; R = Ph or Me; R‘2N = pyrrolidino or Me2N) in THF/pentane afford a (n-BuLi)3(R*OLi) (3:1) mixed tetramer and aC2-symmetric (n-BuLi)2(R*OLi)2(2:2) mixed tetramer depending on the proportions of the reactants. The corresponding (n-BuLi)(R*OLi)3(1:3) mixed tetramer is not observed. R*OLi-mediated additions ofn-BuLi to benzaldehyde proceed with up to 21:1 enantiomeric ratios that depend on then-BuLi/R*OLi stoichiometries. The enantioselectivities are considered in light of a previously posited mechanism involving reaction via theC2-symmetric 2:2 mixed tetramer.
