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丙酮促进了烷氧羰基在顺式-1,2-二胺上的1,4-迁移。

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

作者信息

Napolitano Tanya, Cheng Shu-Yuan, Nielsen Brooke, Choi Christopher, Aguilar William, Paz Manuel M, Sapse Anne-Marie, Champeil Elise

机构信息

John Jay College of Criminal Justice, New York, 524 west 59 Street, New York, NY, 10019, USA.

Ph.D. Program in Biochemistry, The Graduate Center of the City University of New York, New York, NY 10016, USA.

出版信息

Tetrahedron Lett. 2017 Feb 15;58(7):597-601. doi: 10.1016/j.tetlet.2016.12.047. Epub 2017 Jan 3.

Abstract

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.

摘要

一个2-保护的顺式氨基米托蒽醌会发生不可逆的丙酮促进的异构化反应,转化为1-异构体。本文报道了该反应的动力学研究和密度泛函理论计算。提出了一种有机催化机制,涉及米托蒽醌与丙酮反应形成的共价中间体。

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