Oxidative cycloaddition of electron-deficient arenesulfonamides to hexa-1,5-diene

被引：10

作者：

Astakhova, V. V. ^{[1
]}

Moskalik, M. Yu. ^{[1
]}

Sterkhova, I. V. ^{[1
]}

Shainyan, B. A. ^{[1
]}

机构：

[1] Russian Acad Sci, Favorskii Irkutsk Inst Chem, Siberian Branch, Irkutsk 664033, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 51卷 / 06期

关键词：

TRANS-2,5-DISUBSTITUTED PYRROLIDINES; ASYMMETRIC-SYNTHESIS; HYDROAMINATION; SULFONAMIDES; INHIBITORS; ALKENES; LIGANDS; MCPS;

D O I：

10.1134/S1070428015060123

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of electron-deficient arenesulfonamides 4-XC6H4SO2NH2 (X = Cl, NO2) with hexa-1,5-diene in the oxidative system t-BuOCl-NaI afforded cis- and trans-isomeric 1-(arenesulfonyl)-2,5-bis(iodomethyl)pyrrolidines. The diastereoisomers were separated, and their structure was determined by NMR spectroscopy and X-ray analysis. No further cyclization of these compounds into 3,8-diazabicyclo[3.2.1]-octanes was observed.

引用

页码：888 / 892

页数：5

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