Stereoselective synthesis of 3-hydroxy-2-aryltetrahydrofurans from β- (triethylsilyl)oxyaldehydes and aryldiazomethanes

Journal of Organic Chemistry

Volumn 64, Issue 23, 1999, Pages 8754-8757

  Angle, Steven R ^a   Neitzel, Martin L ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; DIAZOMETHANE; SILANE DERIVATIVE; TETRAHYDROFURAN DERIVATIVE;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CYCLIZATION; DIASTEREOISOMER; NUCLEAR OVERHAUSER EFFECT; STEREOCHEMISTRY; SYNTHESIS;

EID: 0033550176     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo991362w     Document Type: Article

References (23)

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22. THF 3a showed a cross-peak in the NOESY spectrum for the resonances corresponding to the hydroxyl hydrogen and the C(2)-hydrogen, supportive of the assigned cis orientation between the OH and the C(2)-hydrogen. See the Supporting Information for details.
23. General Information. Capillary GC was carried out using an FID detector on a 25 m HP-102 (methyl silicone) column. The following standard GC parameters were used: flow rate = 60 mL/min; injector temperature = 235 °C; detector temperature = 275 °C; temperature program = 40-280 °C at 5 °C/min, initial time = 1 min.