Tetrahedron: Asymmetry

Reactions of carbon nucleophiles with 2, 2, 3-trisubstituted ethynylaziridines

BT Kelley, MM Joullie

文献索引：Kelley, Brandon T.; Joullie, Madeleine M. Tetrahedron Asymmetry, 2013 , vol. 24, # 19 p. 1233 - 1239

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被引用次数: 2

摘要

Abstract Carbon nucleophiles were used to open a 2, 2, 3-trisubstituted ethynylaziridine. A cyanide nucleophile opened the ring at the more substituted carbon, proceeding regioselectively with inversion of configuration. In an attempt to expand upon the scope of the reaction, Normant cuprates were reacted with a 2, 2, 3-trisubstituted ethynylaziridine. This reaction produced chiral allenes via an anti-S N 2′ pathway. X-ray analysis of a ...