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Volumn 74, Issue 10, 2009, Pages 3632-3640

Synthesis of carbocyclic aromatic compounds using ruthenium-catalyzed ring-closing enyne metathesis

Author keywords

[No Author keywords available]

Indexed keywords

ALLYLATION; BENZENE DERIVATIVES; BINAPHTHYL; CHEMICAL EQUATIONS; ENYNE METATHESIS; SONOGASHIRA COUPLING; SYNTHETIC METHODS; UNSATURATED ALDEHYDES;

EID: 65949108579     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo900456g     Document Type: Article
Times cited : (29)

References (94)
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    • For reports on the pharmaceutical application of RCM in multi-kilogram scale (>400 kg of cyclized product), see: (a) Nicola, T.; Brenner, M.; Donsbach, K.; Kreye, P. Org. Process Res. Dev. 2005, 9, 513-515.
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  • 34
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    • For reports on the direct synthesis of carbocyclic aromatic compounds using RCM, see
    • For reports on the direct synthesis of carbocyclic aromatic compounds using RCM, see: (a) Iuliano, A.; Piccioli, P.; Fabbri, D. Org. Lett. 2004, 6, 3711-3714.
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    • For reports using the RCM/oxidation protocol, see
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    • For selected recent reports on the synthesis of heterocyclic aromatic compounds using RCM, see: (a) Arisawa, M.; Nishida, A.; Nakagawa, M. J. Organomet. Chem. 2006, 691, 5109-5121.
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    • 9a-f and 9j are known compounds, and 9g-i are commercially available; see the Supporting Information
    • 9a-f and 9j are known compounds, and 9g-i are commercially available; see the Supporting Information.
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    • For a review, see: Brahma, S.; Ray, J. K. Tetrahedron 2008, 64, 2883-2896.
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    • For similar synthetic approaches to the construction of the o-ethynyl(1-hydroxy-3-butenyl)benzene framework, see: (a) Blanco-Urgoiti, J.; Casarrubios, L.; Domínguez, G.; Pérez-Castells, J. Tetrahedron Lett. 2001, 42, 3315-3317.
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    • These are known compounds; see the Supporting Information
    • These are known compounds; see the Supporting Information.
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    • Mori and co-workers reported the beneficial effects of ethylene atmosphere in RCEM. See
    • Mori and co-workers reported the beneficial effects of ethylene atmosphere in RCEM. See: (a) Mori, M.; Sakakibara, N.; Kinoshita, A. J. Org. Chem. 1998, 63, 6082-6083.
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    • For recent examples of the RCEM conducted under ethylene gas, see
    • For recent examples of the RCEM conducted under ethylene gas, see: (b) Kim, B. G.; Snapper, M. L. J. Am. Chem. Soc. 2006, 128, 52-53.
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    • For acceleration effect of an allylic hydroxyl group on RCEM, see: Imahori, T.; Ojima, H.; Yoshimura, Y.; Takahata, H. Chem. - Eur. J. 2008, 14, 10762-10771.
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    • The sequence of the RCEM/RCM/dehydration/DDQ oxidation of 6q provided 1-(3-chloropropyl)naphthalene in 49% isolated yield
    • The sequence of the RCEM/RCM/dehydration/DDQ oxidation of 6q provided 1-(3-chloropropyl)naphthalene in 49% isolated yield.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.