Domino hydroformylation-Wittig reactions

Angewandte Chemie - International Edition

Volumn 38, Issue 7, 1999, Pages 969-971

  Breit, Bernhard ^a   Zahn, Stephan K ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

Asymmetric synthesis; Domino reactions; Hydro formylations; Synthetic methods; Wittig reactions

Indexed keywords

ALKENE;

ARTICLE; CHEMICAL BINDING; CHEMICAL INTERACTION; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; COLUMN CHROMATOGRAPHY; COMPLEX FORMATION; HYDROGENATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYSICAL CHEMISTRY; REACTION ANALYSIS; STRUCTURE ANALYSIS;

EID: 0033119121     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19990401)38:7<969::AID-ANIE969>3.0.CO;2-4     Document Type: Article

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18. 2/ CO (1/1, 20 bar). After stirring the mixture for 48 h at this temperature the autoclave was cooled rapidly to 20°C and depressurized. The reaction solution was filtered through a small pad of silica with tertbutyl methyl ether (50 mL). After evaporation of the solvent the crude product was analyzed by NMR spectroscopy to determine the diastereomer ratio (96:4). Subsequent column chromatography on silica (solvent: petrolether/tert-butyl methyl ether, 9/1) provided the unsaturated ester (±)-3 (391 mg, 0.75 mmol) as a highly viscous oil.
19. 3P (474.58): C 75.93, H 7.43; found: C 75.77, H 7.57.
20. 2 (20 bar), toluene, 60°C, 24 h, 62%).
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