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Volumn 8, Issue 16, 2006, Pages 3449-3451

Catalytic hydrogenation of α,β-epoxy ketones to form β-hydroxy ketones mediated by an NADH coenzyme model

Author keywords

[No Author keywords available]

Indexed keywords

1 BENZYL 1,4 DIHYDRONICOTINAMIDE; 1-BENZYL-1,4-DIHYDRONICOTINAMIDE; DITHIONATE SODIUM; DRUG DERIVATIVE; KETONE; NICOTINAMIDE ADENINE DINUCLEOTIDE; SULFATE;

EID: 33747326274     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0610892     Document Type: Article
Times cited : (68)

References (38)
  • 1
    • 0000390898 scopus 로고
    • Dolphin, D., Poulson, R., Avramovic, O., Eds.; Wiley-Interscience: New York
    • Westheimer, F. H. In Pyridine Nucleotide Coenzyme, Part A; Dolphin, D., Poulson, R., Avramovic, O., Eds.; Wiley-Interscience: New York, 1988; p 253.
    • (1988) Pyridine Nucleotide Coenzyme, Part A , pp. 253
    • Westheimer, F.H.1
  • 34
    • 33747314344 scopus 로고    scopus 로고
    • note
    • - system in a mixed solvent also contributes to the increased reaction rate.
  • 37
    • 33747274193 scopus 로고    scopus 로고
    • note
    • Because the ketyl anion radical 3 has a resonance form with a radical on oxygen and an anion on carbon, it is also possible that 3 undergoes an anion-induced ring opening to give 4 with an enol radical and an oxygen anion. This process is probably less preferred because the enolate form of 4 as shown in Scheme 2 is likely more stable.
  • 38
    • 33747295035 scopus 로고    scopus 로고
    • note
    • 4 generates acid.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.