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Catalytic Asymmetric [3 + 2] Cyclization Reactions of 3‑Isothiocyanato Oxindoles and Alkynyl Ketones Via an in Situ Generated Magnesium Catalyst

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posted on 2015-09-04, 00:00 authored by Linqing Wang, Dongxu Yang, Dan Li, Xihong Liu, Qian Zhao, Ranran Zhu, Bangzhi Zhang, Rui Wang
A highly enantioselective formal [3 + 2] cycloaddition reaction between 3-isothiocyanato oxindoles and alkynyl ketones is reported for the first time. An oxazoline–OH type chiral ligand derived from o-hydroxy-phenylacetic acid is employed to generate an effective magnesium catalyst in the current cyclization reaction and give serials of chiral spirooxindoles with good chemical yields and enantioselectivities.

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