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Volumn 126, Issue 1, 2004, Pages 24-25

Substituent Effects and Nearly Degenerate Transition States: Rational Design of Substrates for the Tandem Wolff-Cope Reaction

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUND; KETENE DERIVATIVE;

EID: 0347760144     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja037716p     Document Type: Article
Times cited : (13)

References (21)
  • 1
    • 0000746177 scopus 로고
    • Trost, B. M. Ed.: Pergamon Press: New York. Chapter 7.1
    • Reviews: (a) Comprehensive Organic Synthesis: Trost, B. M. Ed.: Pergamon Press: New York. 1992: Vol. 5, Chapter 7.1, pp 785-826.
    • (1992) Comprehensive Organic Synthesis , vol.5 , pp. 785-826
  • 4
    • 0242574862 scopus 로고    scopus 로고
    • Our theory was developed concurrently with the experiments described in Sarpong. R.; Su, J. T.; Stoltz. B. M. J. Am. Chem. Soc. 2003, 125, 13624-13625. The theoretical and experimental communications were submitted simultaneously.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 13624-13625
    • Sarpong, R.1    Su, J.T.2    Stoltz, B.M.3
  • 5
    • 85039586618 scopus 로고
    • Schrodinger, L.L.C. Portland, OR
    • Run with Jaguar 5.0. Schrodinger, L.L.C. Portland, OR. 1991-2003.
    • (1991) Run with Jaguar 5.0.
  • 11
    • 85039585191 scopus 로고    scopus 로고
    • note
    • n > 0) were found.
  • 18
    • 0037533809 scopus 로고    scopus 로고
    • (b) Octafluoro- and decaflurohexadienes show radicaloid chair and aromatic boat: Black, K. A.; Wilsey, S.; Houk, K. N. J. Am. Chem. Soc. 2003, 125, 6715-6724.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 6715-6724
    • Black, K.A.1    Wilsey, S.2    Houk, K.N.3
  • 20
    • 85039563960 scopus 로고    scopus 로고
    • note
    • triplet-singlet = 17.3 kcal/mol); the separate transition structure suggests that geometric constraints may prevent 13 from effectively resonating with a diradical form.
  • 21
    • 85039562373 scopus 로고    scopus 로고
    • note
    • Products were observed consistent with further reaction of a trans-cycloheptene intermediate: at low temperatures only homologated acid was recovered, and at higher temperatures a complex mixture of undesired products was recovered. No starting material was recovered.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.