메뉴 건너뛰기




Volumn 44, Issue 26, 2005, Pages 4077-4079

Dihydroxyacetone in amino acid catalyzed mannich-type reactions

Author keywords

Asymmetric synthesis; Mannich reaction; Microwave irradiation; Organocatalysis; Proline

Indexed keywords

ACETONE; CATALYSIS; CATALYSTS; ETHANOL; MICROWAVES; ORGANIC SOLVENTS; REACTION KINETICS;

EID: 21244473265     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200500297     Document Type: Article
Times cited : (163)

References (32)
  • 5
    • 21244438572 scopus 로고    scopus 로고
    • today's significance of organocatalysis is outlined in special issues of Acc. Chem. Res. 2004, 37(8)
    • (2004) Acc. Chem. Res. , vol.37 , Issue.8
  • 6
    • 21244444074 scopus 로고    scopus 로고
    • and Adv. Synth. Catal. 2004, 346(9-10).
    • (2004) Adv. Synth. Catal. , vol.346 , Issue.9-10
  • 7
    • 15444362586 scopus 로고    scopus 로고
    • Chemical application of aldolases: "Enolates, Organocatalysis, Biocatalysis and Natural Product Synthesis"
    • (Ed.: R. Mahrwald), Wiley-VCH, Weinheim, and references therein
    • Chemical application of aldolases: "Enolates, Organocatalysis, Biocatalysis and Natural Product Synthesis:" W. D. Fessner in Modern Aldol Reactions, Vol. 1 (Ed.: R. Mahrwald), Wiley-VCH, Weinheim, 2004, p. 201, and references therein.
    • (2004) Modern Aldol Reactions , vol.1 , pp. 201
    • Fessner, W.D.1
  • 14
    • 11144325118 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 6250; in the described experiments a microwave Emrys Optimizer was used.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 6250
  • 19
    • 21244443295 scopus 로고    scopus 로고
    • note
    • Strictly speaking it is a Mannich-type reaction.
  • 25
    • 21244473885 scopus 로고    scopus 로고
    • note
    • The diastereoselectivities were determined by GC-MS, the enantioselectivities by HPLC: Daicel Chiralcel OD-H.
  • 28
    • 21244465362 scopus 로고    scopus 로고
    • note
    • A comparative experiment at 60°C (oil bath, atmospheric pressure, 30 mol % L-proline, TFE) afforded 10 with a complete turnover after 30 min (67% yield, 90:10 dr., 91% ee).
  • 30
    • 17644411230 scopus 로고    scopus 로고
    • After submission of the manuscript, the use of 5 in proline-catalyzed aldol reactions was described: D. Enders, C. Grondal, Angew. Chem. 2005, 117, 1235;
    • (2005) Angew. Chem. , vol.117 , pp. 1235
    • Enders, D.1    Grondal, C.2
  • 32
    • 21244441062 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 4079-4083
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 4079-4083


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.