Stereoselective Synthesis of Tetrahydroindolizines through the Catalytic Formation of Pyridinium Ylides from Diazo Compounds

Stereoselective Synthesis of Tetrahydroindolizines through the Catalytic Formation of Pyridinium Ylides from Diazo Compounds
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重氮化合物催化形成吡啶叶立德立体选择性合成四氢中氮茚

DOI:
10.1002/ange.201511047
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发表时间:
2016
期刊:
影响因子:
--
通讯作者:
Day J
Day J
中科院分区:
--
文献类型:
--
作者:
Day J

文献摘要

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市售的铁(III)和铜(I)配合物催化重氮化合物、吡啶和亲电烯烃之间的多组分环加成反应,得到生物碱激发的四氢吲哚嗪,收率高,非对映选择性高。迄今为止,金属碳烯催化生成多用途吡啶类化合物的研究还不发达;本文所展示的广泛实用性为未来进一步发明多组分反应奠定了基础。
Commercially available iron(III) and copper(I) complexes catalyzed multicomponent cycloaddition reactions between diazo compounds, pyridines, and electrophilic alkenes to give alkaloid‐inspired tetrahydroindolizidines in high yield with high diastereoselectivity. Hitherto, the catalytic formation of versatile pyridinium ylides from metal carbenes has been poorly developed; the broad utility demonstrated herein sets the stage for the invention of further multicomponent reactions in future.