Data · dataset · 2026
Palladium-Catalyzed Directed Asymmetric C–H Arylation Leading to a P‑Stereogenic Center
Listed in ZivaHub
A novel -OH group-directed asymmetric catalytic C(sp<sup>2</sup>)–H arylation has been developed, enabling efficient access to P-stereogenic chiral compounds with excellent yields (up to 90%) and enantioselectivity (up to 98% ee).
Description
The success of this C–H functionalization system relies on the synergistic coordination of a phenolic hydroxyl functionality and (<i>S</i>)-6-oxopiperidine-2-carboxylic acid with the Pd metal center, which acts as the efficient directing group and chiral ligand.
The reaction demonstrated a broad substrate scope, affording a diverse array of 30 distinct P-chiral products. The absolute configuration of the products was unambiguously confirmed via X-ray diffraction analysis. Furthermore, a plausible catalytic cycle mechanism has been proposed, which is supported by detailed experimental studies and DFT calculations.
Links
Where it is published
- DOI doi.org/10.1021/acs.orglett.6c03398.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
- From keywords
- Chemistry · Earth & Environmental Science
- Inferred from text
- Density functional theory 65% · Organic chemistry 69%
Provenance · 1 source records, 9 field assertions
| Source | Key | Last seen | Raw |
|---|---|---|---|
| ZivaHub | oai:figshare.com:article/34024649 | 5 d ago | JSON v1 |
| Field | Assertion | Extractor | Evidence |
|---|---|---|---|
| access_level | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].anzsrc:group:3405 | enrichment · zivahub uct ac za | taxonomy-embedding@1.1.0 | title+keywords+description (69%) |
| concepts[field].local:field:chemistry | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[field].local:field:earth-environmental | mapping · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | |
| concepts[method].local:method:dft | enrichment · zivahub uct ac za | keyword-concept-rules@1.0.0 | title+description (65%) |
| description | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | /metadata/dc/description |
| license | source · zivahub uct ac za | connector:zivahub_uct_ac_za@1.0.0 | /metadata/dc/rights |
| 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 |