Double- and triple-consecutive O-insertion into tert-butyl and triarylmethyl structures

Organic Letters

Volumn 6, Issue 15, 2004, Pages 2539-2542

  Krasutsky, Pavel A ^a   Kolomitsyn, Igor V ^a   Krasutsky, Sergiy G ^b   Kiprof, Paul ^b  

^a Natural Resources Research Institute   (United States)

^b UNIVERSITY OF MINNESOTA DULUTH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; BENZOPHENONE DERIVATIVE; CARBON; DIMETHOXYMETHYLCARBONIUM; METHANOL DERIVATIVE; METHYL GROUP; METHYLTRIFLUOROACETATE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; TERT BUTYLTRIFLUOROACETATE; TRIFLUOROACETIC ACID; UNCLASSIFIED DRUG;

ARTICLE; BAEYER VILLIGER REACTION; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; KINETICS; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 4043165753     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol049171p     Document Type: Article

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31. 2 (20 mL); the organic part was washed with water and dried over Na2SO4. The solvent was evaporated and the residue was purified by flash chromatography on silica gel (ether/hexanes = 2/3). Crystallization from ether yielded white crystals of carbonate 15 (0.058 g, 96%).
32. 2 (20 mL); the organic part was washed with water and dried over Na2SO4. The solvent was evaporated and the residue was purified by flash chromatography on silica gel (ether/hexanes = 2/3). Crystallization from ether yielded white crystals of carbonate 15 (0.058 g, 96%).
33. 24a Using the same procedure as for diphenyl carbonate (15) from tri(p-methylphenyl)methanol (12) (0.1 g, 0.33 mmol), 0.073 g (91%) of di(p-methylphenyl) carbonate (16) was obtained.
34. 24b Using the same procedure as for diphenyl carbonate (15) from tri(4-chlorophenyl)methanol (13) (0.1 g, 0.28 mmol), 0.07 g (90%) of di(4-chlorophenyl) carbonate (17) was obtained as colorless crystals.
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39. 4. The solvent was evaporated, and the residue was purified by flash chromatography on silica gel (ether/hexanes = 2/3) to yield ethyl phenyl carbonate (24) (0.059 g, 96%).
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