School of Chemistry and Chemical Engineering, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, & Shanghai Jiao Tong University Affiliated Sixth People's Hospital South Campus , Shanghai Jiao Tong University , 800 Dongchuan Road , Shanghai 200240 , P. R. China.
Org Lett. 2019 Dec 6;21(23):9550-9554. doi: 10.1021/acs.orglett.9b03722. Epub 2019 Nov 19.
An electrophilic thiocyano semipinacol rearrangement of allylic alcohols has been achieved for the first time by using -thiocyano-dibenzenesulfonimide (NTSI). This approach provides a direct, simple, and efficient strategy for the formation of thiocyano carbonyl compounds with moderate to excellent yields. Meanwhile, an all-carbon quaternary center was rapidly constructed. In addition, an asymmetric version of this tandem reaction was preliminarily investigated.
首次使用 - 硫氰基二苯砜亚胺 (NTSI) 实现了烯丙醇的亲电硫氰基半频哪醇重排。这种方法为硫氰基羰基化合物的形成提供了一种直接、简单、高效的策略，产率中等至优秀。同时，迅速构建了全碳季碳中心。此外，初步研究了这种串联反应的不对称版本。
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