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Volumn 28, Issue 1, 2009, Pages 132-139

Radical coupling of iodocarbonyl compounds with butenylindium generated by Transmetalation between cyclopropylmethylstannane and indium halides

Author keywords

[No Author keywords available]

Indexed keywords

AMIDES; CHLORINE COMPOUNDS; COORDINATION REACTIONS; ESTERS; INDIUM; KETONES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXYGEN; REACTION KINETICS; X RAY CRYSTALLOGRAPHY;

EID: 61849150974     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om8009156     Document Type: Article
Times cited : (20)

References (44)
  • 21
    • 61849111568 scopus 로고    scopus 로고
    • We examined the transmetalation of 1 with A1C13 but observed only butenylstannane as a rearranged product. GaCl3 gave butenylgallium species in the reaction with 1, and further studies are now in progress
    • 3 gave butenylgallium species in the reaction with 1, and further studies are now in progress.
  • 26
    • 0004269715 scopus 로고    scopus 로고
    • Renaud, P, Sibi, M. P. Eds, Wiley-VCH: Weinheim, Chapter 1.2
    • (e) Yorimitsu, H.; Oshima, K. In Radicals in Organic Synthesis; Renaud, P.; Sibi, M. P. Eds.; Wiley-VCH: Weinheim, 2001; Vol. 1, Chapter 1.2.
    • (2001) Radicals in Organic Synthesis , vol.1
    • Yorimitsu, H.1    Oshima, K.2
  • 27
    • 36849062647 scopus 로고    scopus 로고
    • It might also be explainable that the iodoindium species has a high reactivity toward the carbonyl compound. The halogens on the indium center dramatically affect the reactivity of oxy-functionalized compounds; for example: Nishimoto, Y, Yasuda, M, Baba, A. Org. Lett. 2007, 9, 4931-4934. The iodine might supply high reactivity in this case
    • It might also be explainable that the iodoindium species has a high reactivity toward the carbonyl compound. The halogens on the indium center dramatically affect the reactivity of oxy-functionalized compounds; for example: Nishimoto, Y.; Yasuda, M.; Baba, A. Org. Lett. 2007, 9, 4931-4934. The iodine might supply high reactivity in this case.
  • 28
    • 84915362235 scopus 로고    scopus 로고
    • A halogen substitution reaction using alkylindium species toward haloalkenes was reported: Nomura, R.; Miyazaki, S.-i.; Matsuda, H. J. Am. Chem. Soc. 1992, 114, 2738-2740.
    • A halogen substitution reaction using alkylindium species toward haloalkenes was reported: Nomura, R.; Miyazaki, S.-i.; Matsuda, H. J. Am. Chem. Soc. 1992, 114, 2738-2740.
  • 31
    • 61849106351 scopus 로고    scopus 로고
    • The conditions without air employed on the bench might have enough oxygen during the experimental process. A very small amount of oxygen resulted in high efficiency in this case
    • The conditions without air employed on the bench might have enough oxygen during the experimental process. A very small amount of oxygen resulted in high efficiency in this case.
  • 39
    • 61849132066 scopus 로고    scopus 로고
    • B are defined as hydrogens that are cis and trans to RCH-cyclopropyl, respectively.
    • B are defined as hydrogens that are cis and trans to RCH-cyclopropyl, respectively.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.