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New phosphorus self-assembling ligands for the tandem hydroformylation–Wittig olefination reaction of homoallylic alcohols — A key step for stereoselective pyran synthesis

Paper ID Volume ID Publish Year Pages File Format Full-Text
50735 46811 2014 4 PDF Available
Title
New phosphorus self-assembling ligands for the tandem hydroformylation–Wittig olefination reaction of homoallylic alcohols — A key step for stereoselective pyran synthesis
Abstract

•Four new self-assembled phosphorus ligands were synthesized.•Homo-allylic olefin was directly used in tandem hydroformylation–Wittig reaction.•Two more carbon 7-hydroxy enoates were formed in one step.•The diastereoselectivity of β-pyran produced by oxa-Michael reaction was up to 99%.

New self-assembled phosphorus ligands are synthesized and used in the rhodium complex catalyzed hydroformylation–Wittig reaction of homoallylic olefins under optimized condition. A subsequent oxa-Michael intramolecular reaction yields β-pyran derivatives (conversion and diastereoselectivity up to 99%).

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Keywords
Phosphorus self-assembling ligand; Homoallylic olefin; Wittig reagent; Hydroformylation–Wittig reaction; Oxa-Michael reaction; β-Pyran
First Page Preview
New phosphorus self-assembling ligands for the tandem hydroformylation–Wittig olefination reaction of homoallylic alcohols — A key step for stereoselective pyran synthesis
Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 53, 5 August 2014, Pages 87–90
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis