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Volumn 5, Issue 15, 2003, Pages 2599-2601

Nickel(0)-mediated sequential addition of carbon dioxide and aryl aldehydes into terminal allenes

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ALLENE DERIVATIVE; CARBON DIOXIDE; CARBOXYLIC ACID DERIVATIVE; LACTONE DERIVATIVE;

EID: 0141743486     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol034480l     Document Type: Article
Times cited : (87)

References (23)
  • 1
    • 0023866051 scopus 로고
    • Reviews: (a) Behr, A. Angew. Chem., Int. Ed. Engl. 1988, 27, 661. (b) Braunstein, P.; Matt, D.; Nobel, D. Chem. Rev. 1988, 88, 747. (c) Leitner, W. Coord. Chem. Rev. 1996, 153, 257. (d) Yin, X.; Moss, J. R. Coord. Chem. Rev. 1999, 181, 27. (e) Walther, D.; Ruben, M.; Rau, S. Coord. Chem. Rev. 1999, 182, 67.
    • (1988) Angew. Chem., Int. Ed. Engl. , vol.27 , pp. 661
    • Behr, A.1
  • 2
    • 33845278449 scopus 로고
    • Reviews: (a) Behr, A. Angew. Chem., Int. Ed. Engl. 1988, 27, 661. (b) Braunstein, P.; Matt, D.; Nobel, D. Chem. Rev. 1988, 88, 747. (c) Leitner, W. Coord. Chem. Rev. 1996, 153, 257. (d) Yin, X.; Moss, J. R. Coord. Chem. Rev. 1999, 181, 27. (e) Walther, D.; Ruben, M.; Rau, S. Coord. Chem. Rev. 1999, 182, 67.
    • (1988) Chem. Rev. , vol.88 , pp. 747
    • Braunstein, P.1    Matt, D.2    Nobel, D.3
  • 3
    • 0030554252 scopus 로고    scopus 로고
    • Reviews: (a) Behr, A. Angew. Chem., Int. Ed. Engl. 1988, 27, 661. (b) Braunstein, P.; Matt, D.; Nobel, D. Chem. Rev. 1988, 88, 747. (c) Leitner, W. Coord. Chem. Rev. 1996, 153, 257. (d) Yin, X.; Moss, J. R. Coord. Chem. Rev. 1999, 181, 27. (e) Walther, D.; Ruben, M.; Rau, S. Coord. Chem. Rev. 1999, 182, 67.
    • (1996) Coord. Chem. Rev. , vol.153 , pp. 257
    • Leitner, W.1
  • 4
    • 0003002540 scopus 로고    scopus 로고
    • Reviews: (a) Behr, A. Angew. Chem., Int. Ed. Engl. 1988, 27, 661. (b) Braunstein, P.; Matt, D.; Nobel, D. Chem. Rev. 1988, 88, 747. (c) Leitner, W. Coord. Chem. Rev. 1996, 153, 257. (d) Yin, X.; Moss, J. R. Coord. Chem. Rev. 1999, 181, 27. (e) Walther, D.; Ruben, M.; Rau, S. Coord. Chem. Rev. 1999, 182, 67.
    • (1999) Coord. Chem. Rev. , vol.181 , pp. 27
    • Yin, X.1    Moss, J.R.2
  • 5
    • 0033073985 scopus 로고    scopus 로고
    • Reviews: (a) Behr, A. Angew. Chem., Int. Ed. Engl. 1988, 27, 661. (b) Braunstein, P.; Matt, D.; Nobel, D. Chem. Rev. 1988, 88, 747. (c) Leitner, W. Coord. Chem. Rev. 1996, 153, 257. (d) Yin, X.; Moss, J. R. Coord. Chem. Rev. 1999, 181, 27. (e) Walther, D.; Ruben, M.; Rau, S. Coord. Chem. Rev. 1999, 182, 67.
    • (1999) Coord. Chem. Rev. , vol.182 , pp. 67
    • Walther, D.1    Ruben, M.2    Rau, S.3
  • 6
    • 0033612396 scopus 로고    scopus 로고
    • Recent reports: (a) Saito, S.; Nakagawa, S.; Koizumi, T.; Hirayama, K.; Yamamoto, Y. J. Org. Chem. 1998, 64, 3975. (b) Louie, J.; Gibby, J. E.; Farnworth, M. V.; Tekavec, T. N. J. Am. Chem. Soc. 2002, 124, 15188. See also ref 4 and references therein.
    • (1998) J. Org. Chem. , vol.64 , pp. 3975
    • Saito, S.1    Nakagawa, S.2    Koizumi, T.3    Hirayama, K.4    Yamamoto, Y.5
  • 7
    • 0037176243 scopus 로고    scopus 로고
    • See also ref 4 and references therein
    • Recent reports: (a) Saito, S.; Nakagawa, S.; Koizumi, T.; Hirayama, K.; Yamamoto, Y. J. Org. Chem. 1998, 64, 3975. (b) Louie, J.; Gibby, J. E.; Farnworth, M. V.; Tekavec, T. N. J. Am. Chem. Soc. 2002, 124, 15188. See also ref 4 and references therein.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 15188
    • Louie, J.1    Gibby, J.E.2    Farnworth, M.V.3    Tekavec, T.N.4
  • 17
    • 0000260821 scopus 로고
    • Reviews: (a) Semmelhack, M. F. Org. React. 1972, 19, 115. (b) Billington, D. C. Chem. Soc. Rev. 1985, 14, 93. (c) Krysan, D. J. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier Science, Ltd.: Oxford, UK, 1995; Vol. 12, p 978.
    • (1972) Org. React. , vol.19 , pp. 115
    • Semmelhack, M.F.1
  • 18
    • 0002054067 scopus 로고
    • Reviews: (a) Semmelhack, M. F. Org. React. 1972, 19, 115. (b) Billington, D. C. Chem. Soc. Rev. 1985, 14, 93. (c) Krysan, D. J. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier Science, Ltd.: Oxford, UK, 1995; Vol. 12, p 978.
    • (1985) Chem. Soc. Rev. , vol.14 , pp. 93
    • Billington, D.C.1
  • 19
    • 0141826897 scopus 로고
    • Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier Science, Ltd.: Oxford, UK
    • Reviews: (a) Semmelhack, M. F. Org. React. 1972, 19, 115. (b) Billington, D. C. Chem. Soc. Rev. 1985, 14, 93. (c) Krysan, D. J. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier Science, Ltd.: Oxford, UK, 1995; Vol. 12, p 978.
    • (1995) Comprehensive Organometallic Chemistry II , vol.12 , pp. 978
    • Krysan, D.J.1
  • 23
    • 0141603846 scopus 로고    scopus 로고
    • note
    • Use of aliphatic aldehydes did not afford good results. When 1-butanal was used in the reaction of 1a, the desired α-methylene-γ-lactones were obtained in 35% yield as a mixture of stereoisomers at the γ-position of the lactone ring along with the carboxylic acid corresponding to ester 4a in 45% yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.