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Volumn 72, Issue 1, 2007, Pages 139-143

BF3·Et2O-catalyzed direct carbon-carbon bond formation of α-EWG ketene-(S,S)-acetals and alcohols and synthesis of unsymmetrical biaryls

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; AROMATIZATION; BORON COMPOUNDS; CATALYSIS; DEHYDRATION; OLEFINS; SUBSTITUTION REACTIONS; UNSATURATED COMPOUNDS;

EID: 33846045228     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo061775e     Document Type: Article
Times cited : (73)

References (52)
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    • (b) Scolastico, C., Nocotra, F., Eds. Current Trends in Organic Synthesis; Plenum: New York, 1999.
    • (1999) Current Trends in Organic Synthesis
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    • (a) Trost, B. M. Science 1991, 254, 1471.
    • (1991) Science , vol.254 , pp. 1471
    • Trost, B.M.1
  • 5
    • 16244407390 scopus 로고    scopus 로고
    • For reviews, see: a
    • For reviews, see: (a) Muzart, J. Tetrahedron 2005, 61, 4179.
    • (2005) Tetrahedron , vol.61 , pp. 4179
    • Muzart, J.1
  • 15
    • 0025356590 scopus 로고
    • For reviews, see: a
    • For reviews, see: (a) Kolb, M. Synthesis 1990, 171.
    • (1990) Synthesis , pp. 171
    • Kolb, M.1
  • 18
    • 33745552163 scopus 로고    scopus 로고
    • Selected examples: (a) Kang, J.; Liang, F.; Sun, S.; Liu, Q.; Bi, X. Org. Lett. 2006, 8, 2547.
    • Selected examples: (a) Kang, J.; Liang, F.; Sun, S.; Liu, Q.; Bi, X. Org. Lett. 2006, 8, 2547.
  • 27
    • 0035356055 scopus 로고    scopus 로고
    • Similar reactions of trimethylsilylketene bis(ethylthio)acetal with aldehydes or amines were reported by Toru Minami and co-workers; see: (d) Okauchi, T.; Tanaka, T.; Minami, T. J. Org. Chem. 2001, 66, 3924.
    • Similar reactions of trimethylsilylketene bis(ethylthio)acetal with aldehydes or amines were reported by Toru Minami and co-workers; see: (d) Okauchi, T.; Tanaka, T.; Minami, T. J. Org. Chem. 2001, 66, 3924.
  • 30
    • 0037366617 scopus 로고    scopus 로고
    • The Baylis-Hillman (BH) adduct is a kind of important allylic alcohol containing at least three functional groups, i.e., hydroxy, alkene, and electron withdrawing groups obtained from Baylis-Hillman reaction (the C-C coupling reaction of an activated alkene and a carbon nucleophile). For reviews, see: (a) Basavaiah, D.; Rao, A. J.; Satyanarayana, T. Chem. Rev. 2003, 103, 811.
    • The Baylis-Hillman (BH) adduct is a kind of important allylic alcohol containing at least three functional groups, i.e., hydroxy, alkene, and electron withdrawing groups obtained from Baylis-Hillman reaction (the C-C coupling reaction of an activated alkene and a carbon nucleophile). For reviews, see: (a) Basavaiah, D.; Rao, A. J.; Satyanarayana, T. Chem. Rev. 2003, 103, 811.
  • 49
    • 30944467496 scopus 로고    scopus 로고
    • Although the construction of polysubstituted benzenes from BH adducts via a [4+2] annulation strategy had been developed, however, the activation process of the hydroxy group in BH adducts were required and four-step reactions were needed; see: Lee, M. J, Lee, K. Y, Gowrisankar, S, Kim, J. N. Tetrahedron Lett. 2006, 47, 1355
    • Although the construction of polysubstituted benzenes from BH adducts via a [4+2] annulation strategy had been developed, however, the activation process of the hydroxy group in BH adducts were required and four-step reactions were needed; see: Lee, M. J.; Lee, K. Y.; Gowrisankar, S.; Kim, J. N. Tetrahedron Lett. 2006, 47, 1355.
  • 50
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    • The proposed mechanism in our previous report of annulation also see ref 7b, Diagram presented
    • The proposed mechanism in our previous report of annulation (also see ref 7b): (Diagram presented)
  • 51
    • 85196230331 scopus 로고    scopus 로고
    • The synthesis of cyclic molecules using BH adducts, including quinolines, quinolines N-oxides, naphthalenes, indolizines, benzenes, pyridines, and 2,4-diaminopyrimidines, etc; see: (a) Kim, J. N.; Lee, K. Y. Curr. Org. Chem. 2002, 6, 627.
    • The synthesis of cyclic molecules using BH adducts, including quinolines, quinolines N-oxides, naphthalenes, indolizines, benzenes, pyridines, and 2,4-diaminopyrimidines, etc; see: (a) Kim, J. N.; Lee, K. Y. Curr. Org. Chem. 2002, 6, 627.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.