Radical cyclization of polyenes initiated by attack of trialkyltin or germanium radical on an ynone

Journal of Organic Chemistry

Volumn 64, Issue 14, 1999, Pages 5292-5298

  Spino, Claude ^a   Barriault, Nancy ^a  

^a UNIVERSITÉ DE SHERBROOKE   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

GERMANIUM; ORGANOTIN COMPOUND; POLYENE;

ARTICLE; CYCLIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

EID: 0033003049     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9905524     Document Type: Article

References (9)

1. For a review see: Malacria, M. Chem. Rev. 1996, 96, 289.
2. Curran, D. P. Synthesis 1988, 417 and 489.
3. Giese, B. Radicals in Organic Synthesis: Formation of C-C bonds; Pergamon Press: New York, 1986.
4. Jahn, U.; Curran, D. P. Tetrahedron Lett. 1995, 36, 8921.
5. For versions of classical radical reactions using catalytic tin hydride see: Terstiege, I.; Maleczka, R. E., Jr. J. Org. Chem. 1999, 64, 342 and references therein.
6. Lee, E.; Hur, C. U.; Rhee, Y. H.; Park, Y. C.; Kim, S. Y. J. Chem. Soc., Chem. Commun. 1993, 1466.
7. Marco-Contelles, J. J. Chem. Soc., Chem. Commun. 1996, 2629.
8. For a review of stereochemical control in radical reactions see: Curran, D. P.; Porter, N. A.; Giese, B. Stereochemistry of radical reactions; VCH: Weinheim, 1996.
9. See, for example: Kopping, B.; Chatgilialoglu, C.; Zehnder, M.; Giese, B. J. Org. Chem. 1992, 57, 3994.