Rapid Construction of Complex 2-Pyrrolines through Lewis Acid-Catalyzed, Sequential Three-Component Reactions via in Situ-Generated 1-Azaallyl Cations.
In: Organic Letters, Jg. 20 (2018-05-18), Heft 10, S. 3119-3123
Online
academicJournal
Zugriff:
The first Sc(OTf)3-catalyzed dehydration of 2-hydroxy oxime ethers to generate benzylic stabilized 1-azaallyl cations, which are captured by 1,3-carbonyls, is described. A subsequent addition of primary amines in a sequential three-component reaction affords highly substituted and densely functionalized tetrahydroindeno[2,1-b]pyrroles as single diastereomers with up to quantitative yield. Thus, three new σ-bonds and two vicinal quaternary stereogenic centers are generated in a one-pot operation. [ABSTRACT FROM AUTHOR]
Titel: |
Rapid Construction of Complex 2-Pyrrolines through Lewis Acid-Catalyzed, Sequential Three-Component Reactions via in Situ-Generated 1-Azaallyl Cations.
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Autor/in / Beteiligte Person: | Schlegel, Marcel ; Schneider, Christoph |
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Zeitschrift: | Organic Letters, Jg. 20 (2018-05-18), Heft 10, S. 3119-3123 |
Veröffentlichung: | 2018 |
Medientyp: | academicJournal |
ISSN: | 1523-7060 (print) |
DOI: | 10.1021/acs.orglett.8b01205 |
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