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Asymmetric Synthesis of cis-5-tert-Butylproline with Metal Carbenoid NH Insertion

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journal contribution
posted on 05.06.2003, 00:00 by Franklin A. Davis, Bin Yang, Jianghe Deng
The highly stereoselective intramolecular metal carbenoid insertion reaction of sulfinimine-derived δ-amino α-diazoesters is used to prepare cis-5-tert-butylproline. A concerted or nearly concerted metal carbenoid N−H insertion reaction mechanism is proposed.