Stereocontrolled Construction of Acyclic Quaternary Carbon Centers via α-Hydroxymethylation of α-Branched N-tert-Butanesulfinyl Ketimines
Stereocontrolled Construction of Acyclic Quaternary Carbon Centers via α-Hydroxymethylation of α-Branched N-tert-Butanesulfinyl Ketimines
复制标题
通过α-支链N-叔丁亚磺酰基酮亚胺的α-羟甲基化立体控制无环季碳中心的构建
DOI：
10.1021/acs.orglett.2c03171
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发表时间：
2022
期刊：
影响因子：
5.2
通讯作者：
Lu Chong-Dao
中科院分区：
文献类型：
--
作者：
Liu Tao;Yao Yun;Yisimayili Nuermaimaiti;Lu Chong-Dao
Hydroxymethylation of α-branchedN-tert-butanesulfinyl ketimines with formaldehyde equivalents was developed to stereoselectively construct acyclic quaternary stereocenters bearing two sterically and electronically similar substituents. The stereoselectivetBuOK-promoted α-deprotonation of acyclic ketimines allowed for the stereodefined formation of fully substituted aza-enolates, followed by facially selective C–C bond formation involving formaldehyde formedin situ, yielding α-hydroxymethylated products with precise stereocontrol.
