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Volumn 13, Issue 6, 2011, Pages 1394-1397

CpRu-catalyzed O-H insertion and condensation reactions of α-diazocarbonyl compounds

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EID: 79952586140     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol2000815     Document Type: Article
Times cited : (72)

References (69)
  • 2
    • 70350034042 scopus 로고    scopus 로고
    • For a review on the synthesis of diazo compounds, see: Maas, G. Angew. Chem., Int. Ed. 2009, 48, 8186
    • (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 8186
    • Maas, G.1
  • 51
    • 79952610517 scopus 로고    scopus 로고
    • The alcohols and other solvents need to be anhydrous.
    • The alcohols and other solvents need to be anhydrous.
  • 52
    • 79952584614 scopus 로고    scopus 로고
    • This reaction was tested only in racemic series with L1 as ligand because of the existence of a fast tautomerization between keto and enol forms and hence a rapid racemization.
    • This reaction was tested only in racemic series with L1 as ligand because of the existence of a fast tautomerization between keto and enol forms and hence a rapid racemization.
  • 65
    • 79952585535 scopus 로고    scopus 로고
    • The lower yields seem related to purification issues as absolutely clean reaction mixtures containing only the oxazoles are obtained at full conversion in each case.
    • The lower yields seem related to purification issues as absolutely clean reaction mixtures containing only the oxazoles are obtained at full conversion in each case.
  • 68
    • 79952586794 scopus 로고    scopus 로고
    • The loss of enantiomeric purity might be due to a postreaction racemization involving a cleavage of the O(1)-C(2) bond of the dioxole to form an achiral enolate/oxycarbenium intermediate; the cationic part is stabilized by donating groups on the aryl moiety of the benzaldehyde and hence the result of entry 3, Table 5.
    • The loss of enantiomeric purity might be due to a postreaction racemization involving a cleavage of the O(1)-C(2) bond of the dioxole to form an achiral enolate/oxycarbenium intermediate; the cationic part is stabilized by donating groups on the aryl moiety of the benzaldehyde and hence the result of entry 3, Table 5.
  • 69
    • 79952582263 scopus 로고    scopus 로고
    • 3-substituted benzaldehyde.
    • 3-substituted benzaldehyde.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.