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| Title
| - A Facile Synthesis of Enantiopure 2-Aziridinesulfinimines andTheir Highly Diastereoselective Reactions with Phosphite Anions
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| - Two novel enantiopure 1-benzyl-2-aziridinesulfinimines bearing a chiral group on both sides ofthe carbon−nitrogen double bond were synthesized from the condensation of racemic 1-benzyl-2-aziridinecarboxaldehyde and enantiopure p-toluenesulfinamide. The addition reaction with phosphite anion followed by the ring-opening reaction with thiophenol provided chiral α,β-diamino-phosphonic acid derivatives. The addition reactions showed the operation of a double-stereodifferentiation effect. The possible transition states of the reaction were proposed, and highdiastereoselectivities of the addition reactions of phosphite anions to both aziridinesulfinimineswere realized in the presence or absence of zinc bromide.
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