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Volumn 126, Issue 39, 2004, Pages 12353-12362

Fate of diradicals in the caldera: Stereochemistry of thermal stereomutation and ring enlargement in cis- and trans-1-cyano-2(E)- propenylcyclopropanes

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; POLYMERS; STEREOCHEMISTRY; THERMAL EFFECTS; THERMODYNAMICS;

EID: 4644223888     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0305961     Document Type: Article
Times cited : (16)

References (46)
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    • (c) (Especially advised) Baldwin, J. E. Chem. Rev. 2003, 103, 1197-1212.
    • (2003) Chem. Rev. , vol.103 , pp. 1197-1212
    • Baldwin, J.E.1
  • 5
    • 0038615250 scopus 로고
    • Mazzochi, P. H.; Tamburin, H. J. Am. Chem. Soc. 1970, 92, 7220-7221; 1975, 97, 555-561.
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 555-561
  • 8
    • 4644329730 scopus 로고
    • Ph.D. Dissertation, Harvard University
    • Barsa, E. A. Ph.D. Dissertation, Harvard University, 1976; Diss. Abstr. Int. B 1977, 37, 5077 (order no. 77-9303).
    • (1976)
    • Barsa, E.A.1
  • 9
    • 2142776801 scopus 로고
    • order no. 77-9303
    • Barsa, E. A. Ph.D. Dissertation, Harvard University, 1976; Diss. Abstr. Int. B 1977, 37, 5077 (order no. 77-9303).
    • (1977) Diss. Abstr. Int. B , vol.37 , pp. 5077
  • 11
    • 4644270359 scopus 로고    scopus 로고
    • note
    • In many of the early examples, a methyl group, used as the second substituent, precluded observation of stereomutation and ring enlargement of the cis isomers by preemption by a faster homoretroene reaction.
  • 20
    • 4644322887 scopus 로고
    • Shemyakin, M. M.; Shchukina, L. A.; Vinogradova, E. I.; Kolosov, M. N.; Vdovina, R. G.; Karapetyan, M. G.; Rodionov, V. Ya.; Ravdel, G. A.; Shvetsov, Y. B.; Bamdas, E. M.; Chaman, E. S.; Ermolaev, K. M.; Semkin, E. P. J. Gen. Chem. USSR 1957, 27, 817-822; Zh. Obshch. Khim. 1957, 27, 742-747.
    • (1957) Zh. Obshch. Khim. , vol.27 , pp. 742-747
  • 25
  • 38
    • 4644283513 scopus 로고    scopus 로고
    • note
    • c = 3.9 is the result.
  • 39
    • 4644345522 scopus 로고    scopus 로고
    • note
    • -1.
  • 42
    • 4644373277 scopus 로고    scopus 로고
    • note
    • Relatively, the retroene reaction has been slowed enough in this cyclobutane system to allow observation of the stereochemistry of ring enlargement from the cis isomer despite the presence of the methyl group at C2.
  • 46
    • 4644270428 scopus 로고
    • Lishanskii, I. S.; Pomerantsev, V. I.; Illarionova, N. G.; Khachaturov, A. S.; Vakorina, T. I. J. Org. Chem. USSR 1971, 7, 1870-1875; Zh. Org. Khim. 1971, 7, 1803-1810.
    • (1971) Zh. Org. Khim. , vol.7 , pp. 1803-1810


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.