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Volumn 74, Issue 22, 2009, Pages 8733-8738

Studies on electrophilic reaction of tertiary 2,3-allenols with NBS in H2O or aqueous MeCN: An efficient selective synthesis of 2-bromoallylic ketones, 1,2-allenyl ketones, or 3-bromo-2,5-dihydrofurans

Author keywords

[No Author keywords available]

Indexed keywords

ALKENALS; ALKENYL; ALKYL GROUPS; ALKYL SUBSTITUENT; ALLENYL; ARYL GROUP; C-C BONDS; CARBON ATOMS; CARBONYL FUNCTIONALITY; DIHYDROFURANS; ELECTRONIC EFFECTS; ELECTROPHILIC REACTION; HYDROXYL GROUPS; PROTON ELIMINATION; REACTION CONDITIONS; REACTION PATHWAYS; RING-EXPANSION REACTION; SELECTIVE SYNTHESIS; STERIC EFFECT; THREE-MEMBERED RINGS;

EID: 70449672730     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9018717     Document Type: Article
Times cited : (27)

References (22)
  • 1
    • 22944443399 scopus 로고    scopus 로고
    • Ionic Addition to Allenes
    • For a review, see: Krause, N., Hashmi, A. S. K., Eds.; Wiley-VCH: Weinheim, Germany
    • For a review, see: Ma, S. Ionic Addition to Allenes. In Modern Allene Chemistry; Krause, N., Hashmi, A. S. K., Eds.; Wiley-VCH: Weinheim, Germany, 2004.
    • (2004) Modern Allene Chemistry
    • Ma, S.1
  • 3
    • 76749155909 scopus 로고    scopus 로고
    • DOI: 10.1021/ar900153r. Published Online: July 15
    • (b) Ma, S. Acc. Chem. Res. DOI: 10.1021/ar900153r. Published Online: July 15, 2009.
    • (2009) Acc. Chem. Res.
    • Ma, S.1
  • 8
    • 34548018800 scopus 로고    scopus 로고
    • For a review of limitations in the synthesis of medium-sized ring carbocycles, see
    • For a review of limitations in the synthesis of medium-sized ring carbocycles, see: Majhi, T. P.; Achari, B.; Chattopadhyay, P. Heterocycles 2007, 71, 1011.
    • (2007) Heterocycles , vol.71 , pp. 1011
    • Majhi, T.P.1    Achari, B.2    Chattopadhyay, P.3
  • 9
    • 70449668851 scopus 로고    scopus 로고
    • int=0.0389), number of observations [>2σ(I)] 1831, parameters 145. File CCDC 713084 can be obtained free of charge from the CCDC via
    • int=0.0389), number of observations [>2σ(I)] 1831, parameters 145. File CCDC 713084 can be obtained free of charge from the CCDC via www.ccdc. cam.ak/conts/retrieving. html.
  • 10
    • 0003097647 scopus 로고
    • For a report on the formation of 1,2-propadienyl methyl ketone via the elimination of HBr from the Z/E mixture of 3-bromobut-3-en-2-one, see
    • (a) For a report on the formation of 1,2-propadienyl methyl ketone via the elimination of HBr from the Z/E mixture of 3-bromobut-3-en-2-one, see: Buono, G. Synthesis 1981, 872.
    • (1981) Synthesis , pp. 872
    • Buono, G.1
  • 11
    • 55949118152 scopus 로고    scopus 로고
    • For the formation of N-phenyl-2,3- butadienamide from the elimination of N-phenyl-3-bromo-3-butenamide, see
    • (b) For the formation of N-phenyl-2,3- butadienamide from the elimination of N-phenyl-3-bromo-3-butenamide, see: Zhao, Q.; Li, C. Org. Lett. 2008, 10, 4037.
    • (2008) Org. Lett. , vol.10 , pp. 4037
    • Zhao, Q.1    Li, C.2
  • 12
    • 70449680685 scopus 로고    scopus 로고
    • int = 0.0170), number of observations [> 2σ(I)] 1535, parameters 126. File CCDC 736404 can be obtained free of charge from the CCDC via
    • int = 0.0170), number of observations [> 2σ(I)] 1535, parameters 126. File CCDC 736404 can be obtained free of charge from the CCDC via www.ccdc.cam.ak/conts/ retrieving.html.
  • 15
    • 33751296564 scopus 로고    scopus 로고
    • +-catalyzed cycloisomerization reactions of 2,3-allenols, see: (a)
    • +-catalyzed cycloisomerization reactions of 2,3-allenols, see: (a) Mitasev, B.; Brummond, K. M. Synlett 2006, 3100.
    • (2006) Synlett , pp. 3100
    • Mitasev, B.1    Brummond, K.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.