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Volumn 45, Issue 6, 2004, Pages 1125-1127

cis-Selective synthesis of 2,5-disubstituted pyrrolidines

Author keywords

Lawesson's reagent; Pyrrolidines; Thionation

Indexed keywords

METHYL GROUP; PYROGLUTAMIC ACID; PYRROLIDINE DERIVATIVE;

EID: 0742322013     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.12.021     Document Type: Article
Times cited : (16)

References (19)
  • 9
    • 85030897402 scopus 로고    scopus 로고
    • note
    • A solution of the lactam and Lawesson's reagent (0.5 equiv) was stirred at room temperature for 1.5 h in dichloromethane, the solvent removed, and the product purified by flash chromatography [EtOAc/petrol (40:60) 2:3].
  • 11
    • 0141619395 scopus 로고    scopus 로고
    • For a recent review of the chemistry of enaminones, see:
    • For a recent review of the chemistry of enaminones, see: Elassar A.-Z.A., El-Khair A.A. Tetrahedron. 59:2003;8463-8480.
    • (2003) Tetrahedron , vol.59 , pp. 8463-8480
    • Elassar, A.-Z.A.1    El-Khair, A.A.2
  • 17
    • 85030906895 scopus 로고    scopus 로고
    • note
    • The starting material (0.1 g) was dissolved in THF (2 mL) and LiHMDS (1. 5 equiv) added at 0°C. tert-Butyl bromoacetate (2 equiv) in THF (3 mL) was added after 15 min at 0°C. The reaction was allowed to come to rt, stirred for 7 h and quenched at 0°C using saturated aqueous ammonium chloride, the organic layer washed with water, brine and dried over magnesium sulfate. The product was purified by column chromatography [20% EtOAc, light petroleum (40:60)].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.