C-H Functionalization of Amino Alcohols by Osmium Tetroxide/NMO or TPAP/NMO: Protecting Group-Free Synthesis of Indolizidines (-)-223AB and 3-epi-(-)-223AB

被引：11

作者：

Chen, Wei-Lun ^{[1
]}

Wang, Lee-Ya ^{[1
]}

Li, Yu-Jang ^{[1
]}

机构：

[1] Natl Chiayi Univ, Dept Appl Chem, 300 Syuefu Rd, Chiayi 60004, Taiwan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 01期

关键词：

Asymmetric catalysis; C-H functionalization; Osmium; Oxidative cyclization; Ruthenium; CATALYZED OXIDATIVE CYANATION; TERTIARY-AMINES; ASYMMETRIC-SYNTHESIS; ELECTROOXIDATIVE CYCLIZATION; ENANTIOSELECTIVE SYNTHESIS; BOND FUNCTIONALIZATION; ALPHA-CYANATION; ALKALOIDS; CYANIDE; DERIVATIVES;

D O I：

10.1002/ejoc.201901494

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The oxidative cyclization of amino alcohols by osmium tetroxide/NMO or tetrapropylammonium perruthenate (TPAP)/NMO was found to provide an N,O-acetal moiety through the trapping of the resulting iminium ion by the alcohol. These two transformations were demonstrated in the synthesis of indolizidines (-)-223AB and 3-epi-(-)-223AB.

引用

页码：103 / 107

页数：5

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