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Volumn 51, Issue 52, 2012, Pages 13023-13025

Total spontaneous resolution by deracemization of isoindolinones

Author keywords

Chiral resolution; Chirality; Deracemization; Heterocycles; Preferential crystallization

Indexed keywords

ATROPISOMERISM; CARBONYL GROUPS; CHIRAL MATERIAL; CHIRAL RESOLUTIONS; DE-RACEMIZATION; ENOLATE ANIONS; EQUILIBRIUM REACTIONS; HETEROCYCLES; INDUSTRIAL PROCESSS; OPTICAL RESOLUTION; OPTICALLY ACTIVE MATERIAL; PREFERENTIAL CRYSTALLIZATION; RACEMIC MIXTURES; RACEMIZATION PROCESS; TOTAL SPONTANEOUS RESOLUTION;

EID: 84871943641     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201205097     Document Type: Article
Times cited : (55)

References (42)
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    • Gram scale crystallization was also examined. A toluene solution (50 mL) containing 1c (5.0 g) and DBU (20 mol%) was stirred in a flask at 1008C until 1c was gradually crystallized and all solvent evaporated. After DBU was removed, the enantiomeric excess of 1c was analyzed by HPLC, and was shown to be 93% ee. It was revealed that the total spontaneous resolution could be applied for large scale crystallization
    • Gram scale crystallization was also examined. A toluene solution (50 mL) containing 1c (5.0 g) and DBU (20 mol%) was stirred in a flask at 1008C until 1c was gradually crystallized and all solvent evaporated. After DBU was removed, the enantiomeric excess of 1c was analyzed by HPLC, and was shown to be 93% ee. It was revealed that the total spontaneous resolution could be applied for large scale crystallization.
  • 41
    • 84871999612 scopus 로고    scopus 로고
    • Optically active solid of 1d (10% ee or 20% ee, 0.50 g, 1.98 mmol) was suspended in hexane (10.0 mL) with 1.0 g of glass beads (2 mm) and was stirred in the presence of DBU (0.06 g, 0.40 mmol) for 12 h. The enantiomeric excess of the crystalline solid was measured and found to be racemic in both cases
    • Optically active solid of 1d (10% ee or 20% ee, 0.50 g, 1.98 mmol) was suspended in hexane (10.0 mL) with 1.0 g of glass beads (2 mm) and was stirred in the presence of DBU (0.06 g, 0.40 mmol) for 12 h. The enantiomeric excess of the crystalline solid was measured and found to be racemic in both cases.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.