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Tetrahedron Letters
Volumn 31, Issue 2, 1990, Pages 157-160
Preparation and Wittig reactions of an α-keto amino acid derivative
Author keywords

[No Author keywords available]
Indexed keywords

2,3 DEHYDRO AMINO ACID;
EID: 0025093514     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)94358-2     Document Type: Article
Times cited : (24)
References (23)
  • 4
    • 0001848341 scopus 로고
    • For a recent excellent review on the Wittig olefination reaction, see:
    • (1989) Chem. Rev. , vol.89 , pp. 863
    • Maryanoff1    Reitz2
  • 6
    • 84985239895 scopus 로고
    • Untersuchungen zur Reaktion von Acylaminobrommalonestern und Acylaminobromessigestern mit Trialkylphosphiten – eine einfache Synthese von 2-Amino-2-(diethoxyphosphoryl)essigsäure-ethylester
    • (1983) Liebigs Annalen der Chemie , pp. 599
    • Kober1    Steglich2
  • 8
    • 33748720335 scopus 로고
    • The first report of the Wittig olefination of an α-keto amino acid derivative appeared after this work was in progress; see:
    • (1988) Tetrahedron Lett. , vol.29 , pp. 1919
    • Bazureau1    Le Corre2
  • 10
    • 84918630316 scopus 로고    scopus 로고
    • 4), filtered and concentrated in vacuo to yield 4.35 g of a pale yellow solid 7 (89%) which was used [[Truncated]]
  • 11
    • 84918630518 scopus 로고    scopus 로고
    • 9
  • 13
    • 84918614489 scopus 로고    scopus 로고
    • General Experimental Procedure for the preparation of 8: propyltriphenylphosphonium bromide (1.25 g, 3.23 mmol, previously dried in a vacuum oven overnight, 5 mm Hg at 50 °C.) and toluene (4 mL, stored over 4 Åmolecular sieves) were added under nitrogen to a flame-dried 50 mL round bottom flask. Potassium hexamethyldisilazide (0.5 M in toluene, 6.5 mL, 3.23 mmol) was added dropwise at room temperature by syringe. After 0.1 mL of base had been added the solution was orange in color and went to a red-orange color after all the base had been added. The resulting solution was stirred for 30 minutes at room temperature, the reaction mixture was cooled to 0 °C. and keto compound 7 was added. The red-orange color dissipated and a yellow colored solution containing a fine solid dispersion resulted. The ice bath was removed, the solution was warmed to room temperature over 10 minutes and then stirred at room temperature for 20 minutes. The [[Truncated]]
  • 17
    • 84986524050 scopus 로고
    • Alkyl 2-(Diphenylmethyleneamino)acrylates in the Synthesis of α-Amino Acids
    • This compound has recently been prepared by a different route, see:
    • (1988) Synthesis , pp. 514
    • Tarzia1    Balsamini2    Spadoni3    Duranti4
  • 18
    • 84990446351 scopus 로고
    • Geometric Isomers of 2-Aryl(Aralkyl)-4-arylidene(alkylidene)-5(4H)-oxazolones
    • (1975) Synthesis , pp. 749
    • Rao1    Filler2
  • 23
    • 84918651099 scopus 로고    scopus 로고
    • −3 for Z = 8. A total of 2341 unique intensities were collected. Final residuals were R(F) = 0.0802 and Rw(F) = 0.0693.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.