Neutral aminyl radicals generated by anodic oxidation of lithium alkenylamides 2 undergo a stereoselectivecyclization to give -1-methyl-2,5-disubstituted pyrrolidines 4. Their stereochemistry was confirmed by a comparison with -1,2-dimethyl-5-phenylpyrrolidine, the structure of which was established by X-ray crystallographic analysis of its quarternary ammonium bromide 6.
Control of the Stereoselectivity in the Synthesis of 1-Methyl-2,5-disubstituted Pyrrolidines by Mercury(II)-initiated Cyclization of Substituted Alk-4-enylamines
作者:Masao Tokuda、Yasufumi Yamada、Hiroshi Suginome
DOI:10.1246/cl.1988.1289
日期:1988.8.5
The stereoselectivity in the synthesis of cis- and trans-1-methyl-2,5-disubstituted pyrrolidines by mercury(II)-initiated cyclization of substituted alk-4-enylamines can be controlled by choosing the appropriate mercury salt and solvent.
可以通过选择合适的汞盐和溶剂来控制通过汞 (II) 引发的取代 alk-4-enylamines 环化合成顺式和反式 1-甲基-2,5-二取代吡咯烷的立体选择性。
NOVEL AMIDE DERIVATIVE AND USE THEREOF AS MEDICINE
申请人:Mitsubishi Tanabe Pharma Corporation
公开号:EP2565182B1
公开(公告)日:2017-10-11
ALIPHATIC AMINES OF PHARMACOLOGIC INTEREST. I. 2-AMINO ALKANOLS AND THEIR DERIVATIVES<sup>2</sup>
作者:RAYMOND A. LaFORGE,、CHARLES R. WHITEHEAD、ROSLYN B. KELLER、CHARLOTTE E. HUMMEL