Effect of water on Keck's catalytic asymmetric allylations of aldehydes

Synlett

Volumn , Issue 7, 2005, Pages 1109-1112

  Kurosu, Michio ^a   Lorca, Miguel ^a  

^a FLORIDA STATE UNIVERSITY   (United States)

Author keywords

4 molecular sieves; Allyltributyltin; BINOL; Catalytic asymmetric allylation; Ti(i PrO)4

Indexed keywords

2,2' DIHYDROXY 1,1' BINAPHTHYL; ALDEHYDE DERIVATIVE; ALLYL ALCOHOL; ALLYL COMPOUND; ALLYLTRIBUTYLTIN; HYDROXYALDEHYDE; PRASEODYMIUM COMPLEX; TITANIUM CARBIDE; TOLUENE; TRIBUTYLTIN; UNCLASSIFIED DRUG; WATER;

ALLYLATION; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; CONFERENCE PAPER; SYNTHESIS;

EID: 18744373686     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-865202     Document Type: Conference Paper

References (46)

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31. 6b afforded (R)-1-phenylhex-5-en-3-ol in 50% yield with 75.0% ee. For an analogous observation see reference 9.
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33. 2) of (S)-BINOL and the active BINOL/Ti complex. (diagram presented)
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36. Powdered 4 Å MS (available from Aldrich) were activated at 200 °C under high vacuum for 12 h, it is believed that water still remained inside activated 4 Å MS. Activated 3 Å and 5 Å MS were less effective in the formation of an active catalyst than 4 Å MS.
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