Wittig reaction of formyl-substituted organotrifluoroborates and stabilized phosphonium ylides in an aqueous medium

Tetrahedron Letters

Volumn 49, Issue 7, 2008, Pages 1266-1268

  Molander, Gary A ^a   Oliveira, Roberta A ^b  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

^b FEDERAL UNIVERSITY OF PERNAMBUCO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; BORIC ACID; ORGANOTRIFLUOROBORIC ACID; PHOSPHONIUM DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG; WATER;

AQUEOUS SOLUTION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; WITTIG REACTION;

EID: 38349035577     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.11.205     Document Type: Article

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50. Typical procedure: A mixture of formyl-substituted organotrifluoroborates 1a-e (1.0 mmol) and the appropriate carbonyl-stabilized ylide 2a-d (1.5 mmol) was added to a flask followed by the addition of water (2.0 mL). The mixture was heated to 90 °C for 12 h. After this period, the water was removed in vacuo and the residue was washed with dichloromethane (3 × 5.0 mL) and acetone (2 × 5 mL). The products were obtained as white solids after drying under high vacuum.