铑
电泳剂
化学
催化作用
路易斯酸
产量(工程)
亲电取代
烷基化
对映选择合成
药物化学
组合化学
立体化学
有机化学
材料科学
冶金
作者
Chen‐Xi Ye,Shuming Chen,Feng Han,Xiulan Xie,Sergei I. Ivlev,K. N. Houk,Eric Meggers
标识
DOI:10.1002/anie.202004799
摘要
Abstract A transformation of fluxional into configurationally stable axially chiral N‐arylpyrroles was achieved with a highly atroposelective electrophilic aromatic substitution catalyzed by a chiral‐at‐metal rhodium Lewis acid. Specifically, N‐arylpyrroles were alkylated with N‐acryloyl‐1 H ‐pyrazole electrophiles in up to 93 % yield and with up to >99.5 % ee , and follow‐up conversions reveal the synthetic utility of this new method. DFT calculations elucidate the origins of the observed excellent atroposelectivity.
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