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Volumn 136, Issue 14, 2014, Pages 5275-5278

Facile synthesis of Z -alkenes via uphill catalysis

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; ISOMERS;

EID: 84897997335     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja5019749     Document Type: Article
Times cited : (311)

References (27)
  • 1
    • 84867033124 scopus 로고    scopus 로고
    • For a nice review of strategies to access Z -alkenes, see
    • For a nice review of strategies to access Z -alkenes, see: Siau, W.-Y.; Zhang, Y.; Zhao, Y. Top. Curr. Chem. 2012, 327, 33
    • (2012) Top. Curr. Chem. , vol.327 , pp. 33
    • Siau, W.-Y.1    Zhang, Y.2    Zhao, Y.3
  • 15
    • 0031922620 scopus 로고    scopus 로고
    • For access to Z -1,2-disubstituted allylamines a semi-hydrogenation approach is taken using propargylic N -phthalamides or ammonium salts using Lindlar's catalyst, which necessitates use of the alkyne and the added complications of using the phthalamide protecting group or running the reaction under acidic conditions; for an example, see
    • For access to Z -1,2-disubstituted allylamines a semi-hydrogenation approach is taken using propargylic N -phthalamides or ammonium salts using Lindlar's catalyst, which necessitates use of the alkyne and the added complications of using the phthalamide protecting group or running the reaction under acidic conditions; for an example, see: Tomassy, B.; Zwierzak, A. Synth. Commun. 1998, 28, 1201
    • (1998) Synth. Commun. , vol.28 , pp. 1201
    • Tomassy, B.1    Zwierzak, A.2
  • 22
    • 84864189655 scopus 로고    scopus 로고
    • The barrier to isomerization of such an allylic radical is ∼15 kcal/mol; see
    • The barrier to isomerization of such an allylic radical is ∼15 kcal/mol; see: Dibble, T. S.; Sha, Y.; Thornton, W. F.; Zhang, F. J. Phys. Chem. A 2012, 116, 7603
    • (2012) J. Phys. Chem. A , vol.116 , pp. 7603
    • Dibble, T.S.1    Sha, Y.2    Thornton, W.F.3    Zhang, F.4
  • 26
    • 84867095977 scopus 로고    scopus 로고
    • 3 has a peak emission at 520 nm in MeCN (55 kcal/mol)
    • 3 has a peak emission at 520 nm in MeCN (55 kcal/mol): Lu, Z.; Yoon, T. P. Angew. Chem., Int. Ed. 2012, 51, 10329
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 10329
    • Lu, Z.1    Yoon, T.P.2
  • 27
    • 0000802962 scopus 로고
    • Houk found a barrier of only 1.2 kcal/mol for t Bu radical inversion, suggesting racemization would be fast if the radical was formed; see: Paddon-Row, M. N.; Houk, K. N. J. Am. Chem. Soc. 1981, 103, 5046
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 5046
    • Paddon-Row, M.N.1    Houk, K.N.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.