Optically active isoxazolidines and 1,3-amino alcohols by asymmetric selenocyclization reactions of O-allyl oximes
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Add time:08/13/2019 Source:sciencedirect.com
The selenyl triflate generated from the reaction of di-2-[(1S)-1-(methylthio)ethyl]phenyl diselenide with silver triflate reacts with various substituted O-allyl oximes to promote ring closure, which affords optically active isoxazolidines in high yields and with good diastereoselectivity (up to 93:7). Enantiomerically enriched 1,3-amino alcohols can be easily obtained by NO bond cleavage of these heterocycles, which was readily effected by treatment with zinc in aqueous acetic acid.
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