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Volumn 51, Issue 48, 2010, Pages 6305-6309

Regioselective synthesis of poly-substituted naphthalenes via a Pd-catalyzed cyclization of modified Baylis-Hillman adducts: Selective 6-endo Heck reaction and an aerobic oxidation cascade

Author keywords

6 endo Heck reaction; Baylis Hillman adducts; Naphthalenes; Palladium

Indexed keywords

ACETONITRILE DERIVATIVE; NAPHTHALENE DERIVATIVE; O BROMOPHENYL ACETONITRILE; PALLADIUM; UNCLASSIFIED DRUG;

EID: 78049388019     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.09.127     Document Type: Article
Times cited : (18)

References (50)
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    • For the examples on the control of the carbopalladation regiochemistry, see: A. Bombrun, and O. Sageot Tetrahedron Lett. 38 1997 1057 1060
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    • Bombrun, A.1    Sageot, O.2
  • 39
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    • For the synthesis of cinnamyl bromides in a stereoselective manner from Baylis-Hillman adducts, see: S. Gowrisankar, S.H. Kim, and J.N. Kim Bull. Korean Chem. Soc. 30 2009 726 728 and further references cited therein
    • (2009) Bull. Korean Chem. Soc. , vol.30 , pp. 726-728
    • Gowrisankar, S.1    Kim, S.H.2    Kim, J.N.3
  • 42
    • 0035905005 scopus 로고    scopus 로고
    • For the introduction of nucleophiles at the secondary position of Baylis-Hillman adducts using DABCO salt concept, see: Y.M. Chung, J.H. Gong, T.H. Kim, and J.N. Kim Tetrahedron Lett. 42 2001 9023 9026
    • (2001) Tetrahedron Lett. , vol.42 , pp. 9023-9026
    • Chung, Y.M.1    Gong, J.H.2    Kim, T.H.3    Kim, J.N.4
  • 44
    • 78049360496 scopus 로고    scopus 로고
    • note
    • 3 showed a similar result in entry 2 in Table 1 (65% of 4a and 5% of 6a).
  • 45
    • 33845552025 scopus 로고
    • For the similar oxidative decyanation of secondary nitriles to ketones, see: S.S. Kulp, and M.J. McGee J. Org. Chem. 48 1983 4097 4098
    • (1983) J. Org. Chem. , vol.48 , pp. 4097-4098
    • Kulp, S.S.1    McGee, M.J.2
  • 50
    • 78049358785 scopus 로고    scopus 로고
    • note
    • 3a Thus confirmation of the stereochemistry of starting materials 3 and the studies on the difference of reactivity are currently underway.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.