Enantioselective addition of a trifluoromethyl anion to aryl ketones and aldehydes

Synthesis

Volumn , Issue 11, 2003, Pages 1693-1698

  Caron, Stéphane ^a   Do, Nga M ^a   Arpin, Patrice ^a   Larivée, Alexandre ^a  

^a PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United States)

Author keywords

Aldehydes; Alkaloids; Asymmetric catalysis; Fluorine; Ketones; Nucleophilic additions; Substituent effects

Indexed keywords

ADDITION REACTIONS; ALDEHYDES; KETONES; NEGATIVE IONS;

NUCLEOPHILIC ADDITIONS;

CATALYSTS;

3,4 DIMETHOXYBENZOATE; 4 BROMOBENZOATE DERIVATIVE; ACETIC ACID; ACETOPHENONE DERIVATIVE; ALCOHOL; ALDEHYDE; ALKALOID; ANION; ANISIC ACID; BENZOIC ACID; BENZOIC ACID DERIVATIVE; CINCHONINE; DICHLOROMETHANE; FLUORINE; KETONE; PHENETHYL ALCOHOL; PIVALIC ACID; TOLUENE; TRIFLUOROMETHYL DERIVATIVE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYST; ENANTIOMER; ENANTIOSELECTIVITY; FRIEDEL CRAFTS REACTION; INFRARED SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; TEMPERATURE; X RAY CRYSTALLOGRAPHY;

EID: 0042739225     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-40889     Document Type: Article

References (17)

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11. 2, 89%).
12. The enantiomeric excess was determined by evaluation of the corresponding tertiary alcohol (obtained by treating the silyl ether with TBAF) by HPLC (Chiracel OD, 4.6 x 250 mm; 40°C; 1.5 mL/min; 230 nm; hexanes-i-PrOH-TFA, 80:20:0.2).
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16. The absolute stereochemistry was not determined.
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