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Volumn 62, Issue 32, 2006, Pages 7534-7539

Formal hydrochromination of alkynes under nickel catalysis. Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALDEHYDE DERIVATIVE; ALKYNE DERIVATIVE; CHROMIUM DERIVATIVE; N,N DIMETHYLFORMAMIDE; NICKEL; REAGENT; TRIPHENYLPHOSPHINE; WATER;

EID: 33745350526     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.04.105     Document Type: Article
Times cited : (13)

References (43)
  • 1
    • 84891287598 scopus 로고    scopus 로고
    • Tamaru Y. (Ed), Wiley-VCH, Weinheim
    • Saito S. In: Tamaru Y. (Ed). Modern Organonickel Chemistry (2005), Wiley-VCH, Weinheim 171-204
    • (2005) Modern Organonickel Chemistry , pp. 171-204
    • Saito, S.1
  • 9
    • 33745376669 scopus 로고    scopus 로고
    • note
    • There is a possibility of hydrolysis with a trace amount of water in the reaction mixture.
  • 15
    • 0035925228 scopus 로고    scopus 로고
    • See also a review on water-accelerated organic transformations:
    • See also a review on water-accelerated organic transformations:. Ribe S., and Wipf P. Chem. Commun. (2001) 299-307
    • (2001) Chem. Commun. , pp. 299-307
    • Ribe, S.1    Wipf, P.2
  • 17
    • 33745429160 scopus 로고    scopus 로고
    • For representative examples using hydrozirconation, see:
  • 20
    • 33745344010 scopus 로고    scopus 로고
    • The reactivity of the alkenylboron and -aluminum species towards carbonyl compounds is low even when they are converted to the corresponding ate complexes. Thus, the alkenylboron and -aluminum species are usually converted to the corresponding halides with electrophilic sources of halides (iodine or N-bromosuccinimide), and metallated.
  • 32
    • 33745343649 scopus 로고    scopus 로고
    • For reviews on organochromium reagents, see:
  • 35
    • 22244481029 scopus 로고    scopus 로고
    • see also Ref. 7c
    • Takai K. Org. React. 64 (2004) 253-612 see also Ref. 7c
    • (2004) Org. React. , vol.64 , pp. 253-612
    • Takai, K.1
  • 37
    • 33745406977 scopus 로고    scopus 로고
    • note
    • In order to obtain more information for the reaction, we used a deuterated terminal allylic alcohol 11 for the coupling reaction. Deuterium was incorporated in both cis and trans positions in a 1:1 ratio.{A figure is presented}


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.