Cyclization versus Pd-H elimination-readdition: Skeletal rearrangement of the products of Pd-C6F5 addition to 1,4-pentadienes

Journal of the American Chemical Society

Volumn 118, Issue 30, 1996, Pages 7145-7152

  Albéniz, Ana C ^a   Espinet, Pablo ^a   Lin, Yong Shou ^a  

^a UNIVERSITY OF VALLADOLID   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOALKENE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029780375     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja960333p     Document Type: Article

References (57)

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23. Cyclopropane ring formation: (a) Liu, C-H.; Cheng, C-H.; Cheng, M.-C; Peng, S.-M. Organometallics 1994, 13, 1832-1839. (b) Rawal, V. H.; Michoud, C. J. Org. Chem. 1993, 58, 5583. (c) Owczarczyk, Z.; Lamaty, F.; Vawter, E. J.; Negishi, E. J. Am. Chem. Soc. 1992, 114, 10091-10092. (d) Grigg, R.; Sridharan, V.; Sukirthalingam, S. Tetrahedron Lett. 1991, 32(31), 3855-3858. (e) Meyer, F. E.; Parsons, P. J.; de Meijere, A. J. Org. Chem. 1991, 56, 6487-6488. (f) Grigg, R.; Dorrity, M. J.; Malone, J. F.; Sridharan, V.; Sukirthalingam, S. Tetrahedron Lett. 1990, 31(9), 1343-1346. (g) Zhang, Y.; Negishi, E. J. Am. Chem. Soc. 1989, 111, 3454-3456.
24. Cyclopropane ring formation: (a) Liu, C-H.; Cheng, C-H.; Cheng, M.-C; Peng, S.-M. Organometallics 1994, 13, 1832-1839. (b) Rawal, V. H.; Michoud, C. J. Org. Chem. 1993, 58, 5583. (c) Owczarczyk, Z.; Lamaty, F.; Vawter, E. J.; Negishi, E. J. Am. Chem. Soc. 1992, 114, 10091-10092. (d) Grigg, R.; Sridharan, V.; Sukirthalingam, S. Tetrahedron Lett. 1991, 32(31), 3855-3858. (e) Meyer, F. E.; Parsons, P. J.; de Meijere, A. J. Org. Chem. 1991, 56, 6487-6488. (f) Grigg, R.; Dorrity, M. J.; Malone, J. F.; Sridharan, V.; Sukirthalingam, S. Tetrahedron Lett. 1990, 31(9), 1343-1346. (g) Zhang, Y.; Negishi, E. J. Am. Chem. Soc. 1989, 111, 3454-3456.
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57. Overlapped with the signals of the other diastereoisomer.