Table · dataset · 2026
Enantioselective Formal Synthesis of (−)-Neoxaline Enabled by an Asymmetric Ir-Catalyzed Reverse Prenylation
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We report the enantioselective formal synthesis of neoxaline, an archetypal member of the oxaline alkaloids.
Description
An initial approach employs an asymmetric deaminative cross-coupling to install the 1,1-dimethylallyl (“reverse prenyl”) moiety onto an oxindole framework. Subsequent strategies employ iridium-catalyzed reverse prenylation onto tryptamine scaffolds, enabling the facile construction of a densely functionalized α-carboline framework.
The route detailed herein represents a potentially general strategy for the synthesis of related oxaline alkaloids.
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Where it is published
- DOI doi.org/10.1021/acs.joc.6c02094.s001 ↗
DOI / persistent id · from zivahub uct ac za
Catalogue records · 1
- OAI-PMH record api.figshare.com/v2/oai?verb=GetRecord&metadataPrefix=oai_dc&identifier=oai%3Af… ↗
metadata API · from zivahub uct ac za
Topics
Provenance · 1 source records, 13 field assertions
| Source | Key | Last seen | Raw |
|---|---|---|---|
| ZivaHub | oai:figshare.com:article/34027409 | 10 d ago | JSON v1 |
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|---|---|---|---|
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| description | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | /metadata/dc/description |
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| publication_date | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| title | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | /metadata/dc/title |