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Volumn 15, Issue 14, 2009, Pages 3403-3410

A chemoenzymatic approach to enantiomerically pure amines using dynamic kinetic resolution: application to the synthesis of norsertraline

Author keywords

Amines; Asymmetric catalysis; Dynamic kinetic resolution; Enzymes; Ruthenium

Indexed keywords

1-PHENYLETHYLAMINE; ACYL DONORS; ASYMMETRIC CATALYSIS; CANDIDA ANTARCTICA LIPASE B; CHEMOENZYMATIC APPROACHES; DYNAMIC KINETIC RESOLUTION; FREE AMINES; HYDRIDE ELIMINATIONS; ISOLATED YIELDS; ISOPROPYL ACETATES; KINETIC ISOTOPE EFFECTS; NOVEL ROUTES; ONE POTS; PRIMARY AMINES; RATE-DETERMINING STEPS; REACTION CONDITIONS; RU CATALYSTS;

EID: 63749090004     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200802303     Document Type: Article
Times cited : (135)

References (60)
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    • The initiation period is over after ca 1% conversion and is, therefore, not visible for (S)-[H]-1a.
    • The initiation period is over after ca 1% conversion and is, therefore, not visible for (S)-[H]-1a.
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    • Amines 2p, 2q, and 2r can not be obtained by asymmetric hydrogenation or transfer hydrogenation because the reported examples require an aromatic substituent
    • Amines 2p, 2q, and 2r can not be obtained by asymmetric hydrogenation or transfer hydrogenation because the reported examples require an aromatic substituent.
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    • The racemization with catalyst 5c under the DKR conditions requires a temperature of 90°C.
    • The racemization with catalyst 5c under the DKR conditions requires a temperature of 90°C.
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    • It is not clear why the allyl carbonate gives only a moderate enantioselectivity as there was no background reaction in the control reaction. A likely explanation is that the enzyme itself has some effect on the non-catalyzed reaction, increasing the reaction pathway through direct acylation
    • It is not clear why the allyl carbonate gives only a moderate enantioselectivity as there was no background reaction in the control reaction. A likely explanation is that the enzyme itself has some effect on the non-catalyzed reaction, increasing the reaction pathway through direct acylation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.