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Volumn 45, Issue 6, 2004, Pages 1295-1298

Stereo- and regiospecific four-molecule reaction of aroyl chlorides with iso-pentylene: Direct formation of (E)-β,γ-unsaturated carbonyl compounds promoted by samarium metal in DMF

Author keywords

(E) , Unsaturated ketone; Aroyl chloride; DMF; iso Pentylene; Samarium; Stereo and regiospecific reaction; Terpenoid

Indexed keywords

CARBONYL DERIVATIVE; KETONE DERIVATIVE; SAMARIUM;

EID: 0742322002     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.11.124     Document Type: Article
Times cited : (19)

References (58)
  • 48
    • 85030890502 scopus 로고    scopus 로고
    • note
    • A typical procedure is as follows: To a mixture of Sm powder (1 mmol), iso-pentylene (4 mmol) in freshly distilled N,N-dimethylformamide (DMF, 10 mL), benzoyl chloride (2 mmol, freshly distilled) was added at room temperature with magnetic stirring under a nitrogen atmosphere. The resulting solution turned yellow-green within 30 min. After the completion of the reaction (about 3 h), a routine workup of the reaction mixture followed by column chromatography afforded (E,E)-3,8-dimethyl-1,10-diphenyl-deca-3,7-diene-1,10-dione in 92% yield.
  • 49
    • 85030905769 scopus 로고    scopus 로고
    • note
    • 2: C, 75.37; H, 6.32. Found: C, 75.44; H, 6.30.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.