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Volumn 6, Issue 5, 2004, Pages 799-802

Zn-promoted regioselective and sequence-selective one-pot joining reaction of three components: Alkyl iodides, α,β-unsaturated esters (or nitriles), and acylating agents

Author keywords

[No Author keywords available]

Indexed keywords

ACID ANHYDRIDE; ALKYL GROUP; ESTER DERIVATIVE; IODINE DERIVATIVE; NITRILE; ZINC;

EID: 1642326585     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol036506e     Document Type: Article
Times cited : (21)

References (22)
  • 19
    • 1642380264 scopus 로고    scopus 로고
    • note
    • 2 (0.02 mol % vs Zn) into 95% zinc powder, purchased from Merck, Ltd., led to formation of benzyl 2-acetyl-2-methylpentanoate (3b) in 46% yield. Furthermore, the use of Le Goff's Zn-Cu couple also gave 3b in 37% yield. Although detailed studies on these phenomena have not been accomplished as yet at the present stage, trace amounts of metals such as iron, cobalt, or copper, which may be contained as the impurities in the Zn plate, may act as the catalyst for the activation of zinc. Le Goff's Zn-Cu couple was prepared by the reported method. See: Simmons, H. E.; Cairns, T. L.; Vladuchick, S. A.; Hoiness, C. M. Org. React. 1973, 20, 1.
  • 20
    • 35649014092 scopus 로고
    • 2-Benzyloxycarbonyl-1-butene (1b) and 2-benzyloxycarbonyl-1-pentene (1c) were prepared by the reported method. See: Ueno, Y.; Setoi, H.; Okawara, M. Tetrahedron Lett. 1978, 39, 3753.
    • (1978) Tetrahedron Lett. , vol.39 , pp. 3753
    • Ueno, Y.1    Setoi, H.2    Okawara, M.3
  • 22
    • 0037059492 scopus 로고    scopus 로고
    • Ethyl zinc iodide was prepared by the reported method. See: Jensen, A. E.; Knochel, P. J. Org. Chem. 2002, 67, 79.
    • (2002) J. Org. Chem. , vol.67 , pp. 79
    • Jensen, A.E.1    Knochel, P.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.