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Ring Opening of Pymisyl??Protected Aziridines with Organocuprates

J Bornholdt, J Felding, RP Clausen…

文献索引:Bornholdt, Jan; Felding, Jakob; Clausen, Rasmus P.; Kristensen, Jesper L. Chemistry - A European Journal, 2010 , vol. 16, # 41 p. 12474 - 12480

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被引用次数: 18

摘要

Abstract The pyrimidine-2-sulfonyl (pymisyl) group is introduced as a new protecting group that can be used to activate aziridines towards ring opening. It is readily introduced and removed under mild conditions. Regioselective ring opening of pymisyl-protected 2-methyl- aziridine with organocuprates gives the corresponding sulfonamides in high yields, and the pymisyl group can subsequently be removed upon treatment with a thiolate. The versatility ...