Acetone promoted 1,4-migration of an alkoxycarbonyl group on a syn-1,2-diamine

作者:Napolitano Tanya; Cheng Shu Yuan; Nielsen Brooke; Choi Christopher; Aguilar William; Paz Manuel M; Sapse Anne Marie; Champeil Elise*
来源:Tetrahedron Letters, 2017, 58(7): 597-601.
DOI:10.1016/j.tetlet.2016.12.047

摘要

A 2-protected cis-amino mitosene undergoes an irreversible acetone promoted isomerization and converts to the 1-isomer. Kinetic studies and DFT calculations of the reaction are reported. An organocatalytic mechanism is proposed, involving a covalent intermediate formed by reaction of the mitosene and acetone.

  • 出版日期2017-2-15

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