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Volumn 51, Issue 2, 2010, Pages 425-427

Reactivity of a propiolate dimer with nucleophiles and an efficient synthesis of dimethyl α-aminoadipate

Author keywords

Dimethyl aminoadipate; Lactam; Methyl propiolate; Muconic ester

Indexed keywords

2 AMINOADIPIC ACID; ALKADIENE; AMINE; DIMER; NUCLEOPHILE;

EID: 71049157596     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.11.048     Document Type: Article
Times cited : (18)

References (64)
  • 35
    • 71049118865 scopus 로고    scopus 로고
    • note
    • +: 366.1700; found: 366.1710.
  • 37
    • 71049157020 scopus 로고    scopus 로고
    • note
    • 2O (1.0 equiv) at rt. After 4 h, the reaction was shown to be complete by TLC. The solvent was evaporated and 3 was obtained as a colorless crystalline solid in 99% yield after column chromatography on silica gel eluted with 25% ethyl acetate in hexanes.
  • 62
    • 71049167513 scopus 로고    scopus 로고
    • note
    • 3) δ 173.43, 169.82, 53.20, 52.96, 51.68, 33.01, 29.71, 20.45.
  • 63
    • 71049132991 scopus 로고    scopus 로고
    • note
    • Preparation of 6: In a par reactor, a solution of 4 (50 mg, 0.18 mmol) in methanol (3 mL) was treated with 5 wt % Pd/C (3 mg) and the mixture was degassed by bubbling with nitrogen. Hydrogen (200 psi) was introduced and the mixture was stirred at rt for 2 h. After filtration and evaporation of methanol, 6 was obtained as a colorless liquid in 99% yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.