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An electrophilic thiocyano semipinacol rearrangement of allylic alcohols has been achieved for the first time by using N -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.
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Song et al. (2019) studied this question.
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