The Journal of Organic Chemistry

Deprotection of sulfonyl aziridines

DA Alonso, PG Andersson

文献索引：Alonso, Diego A.; Andersson, Pher G. Journal of Organic Chemistry, 1998 , vol. 63, # 25 p. 9455 - 9461

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被引用次数: 118

摘要

The deprotection of the chiral N-sulfonyl aziridines 1-3 has been studied under different desulfonylation conditions. Two methods for the efficient deprotection of 2-benzyl-, 2-phenyl- , and 2-carboxyl-N-sulfonylaziridines were found. The desulfonylation with lithium and a catalytic amount of di-tert-butyl biphenyl in THF at-78° C led to the corresponding NH aziridines with yields up to 85%. Alternatively, the desulfonylation could be carried out ...