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Volumn 48, Issue 25, 2007, Pages 4339-4342

Enantioselective synthesis of α-aminopropargylphosphonates

Author keywords

Alkyne; Aminopropargylphosphonate; Copper(I) triflate; Enantioselective; Iminophosphonate; Phosphonate; Pybox

Indexed keywords

ALPHA AMINOPROPARGYLPHOSPHONIC ACID DERIVATIVE; COPPER; PHOSPHONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

EID: 34248635392     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.04.124     Document Type: Article
Times cited : (35)

References (60)
  • 1
    • 0003563365 scopus 로고    scopus 로고
    • For reviews, see:. Kukhar V.P., and Hudson H.R. (Eds), John Wiley & Sons, Chichester, UK
    • For reviews, see:. In: Kukhar V.P., and Hudson H.R. (Eds). Aminophosphonic and Aminophosphinic Acids (2000), John Wiley & Sons, Chichester, UK
    • (2000) Aminophosphonic and Aminophosphinic Acids
  • 32
  • 53
    • 34248674771 scopus 로고    scopus 로고
    • note
    • The more reactive silver(I) triflate always leads to poorer enantioselectivities.
  • 55
    • 34248644163 scopus 로고    scopus 로고
    • note
    • Ligands 2 and 7 were purchased from Aldrich.
  • 58
    • 0001423510 scopus 로고    scopus 로고
    • Ligands 8 and 9 were synthesized according to the following reference:
    • Ligands 8 and 9 were synthesized according to the following reference:. Sekar G., DattaGupta A., and Singh V.K. J. Org. Chem. 63 (1998) 2961-2967
    • (1998) J. Org. Chem. , vol.63 , pp. 2961-2967
    • Sekar, G.1    DattaGupta, A.2    Singh, V.K.3
  • 59
    • 33751008653 scopus 로고    scopus 로고
    • The synthesis of ligand 10 was independently reported recently by Singh and co-workers, see:
    • The synthesis of ligand 10 was independently reported recently by Singh and co-workers, see:. Ginotra S.K., and Singh V.K. Org. Biomol. Chem. 4 (2006) 4370-4374
    • (2006) Org. Biomol. Chem. , vol.4 , pp. 4370-4374
    • Ginotra, S.K.1    Singh, V.K.2
  • 60
    • 34248681411 scopus 로고    scopus 로고
    • note
    • 3 (0.5 mL) was added while vigorous stirring, followed immediately by the terminal alkyne (1.5 mmol). The mixture was further stirred for 10 h at room temperature. After removing the solvent, the crude product was subjected to flash column chromatography (silica gel, 6:4 hexane/EtOAc) for purification, which gives the desired products as pure compounds (for NMR spectroscopic data of the products, see Ref. 10).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.