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Volumn 48, Issue 39, 2007, Pages 6852-6855

Rh(I)-catalyzed intramolecular hetero-[4+2] cycloaddition of ω-alkynyl-vinyl oximes

Author keywords

Hetero 4+2 cycloaddition; Rhodium; Vinyl oxime

Indexed keywords

HEXAFLUORO 2 PROPANOL; OXIME DERIVATIVE; PYRIDINE DERIVATIVE; RHODIUM;

EID: 34548273623     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.07.185     Document Type: Article
Times cited : (41)

References (48)
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    • note
    • 2 solution, 0.2 mL, 50 μmol) in HFIP (2 mL) at room temperature. Immediately after the preparation of the above solution, a solution of 1a (78 mg, 0.4 mmol) in HFIP (2 mL) was added to the solution of the cationic Rh(I) complex. After being stirred for 1 h at the same temperature, the reaction mixture was diluted with ether and filtered through a Celite pad. Concentration of the filtrate to dryness and subsequent purification by silica gel column chromatography (hexane/AcOEt = 1:2) gave 2a (33.9 mg, 52%) as a colorless solid.
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    • Although the mechanism for the formation of 3a remains unclear at present, we speculate that the protonation from HFIP to Rh-C and/or Rh-N bonds of rhodacycle generated from Rh, alkyne, and vinyl oxime function may be involved.
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    • note
    • 1H NMR.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.