Eight-membered ring formation via olefin insertion into a carbon-carbon single bond

Chemistry Letters

Volumn 33, Issue 7, 2004, Pages 876-877

  Matsuda, Takanori ^a   Fujimoto, Atsushi ^a   Ishibashi, Mitsuru ^a   Murakami, Masahiro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; BICYCLO COMPOUND; CARBON; CINNAMYL ALCOHOL; CYCLOBUTANONE DERIVATIVE; PHOSPHINE DERIVATIVE; RHODIUM DERIVATIVE;

ARTICLE; CHEMICAL REACTION; COVALENT BOND; MOLECULAR INTERACTION; MOLECULAR MECHANICS; OLEFINATION; PHASE TRANSITION; REACTION ANALYSIS; RING OPENING METATHESIS POLYMERIZATION;

EID: 4644359017     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2004.876     Document Type: Article

References (18)

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13. For transition-metal catalyzed eight-membered ring formations, see: a) P. A. Wender and N. C. Ihle, J. Am. Chem. Soc., 108, 4678 (1986). b) M. Murakami, Angew. Chem., Int. Ed., 42, 718 (2003) and references cited therein.
14. B. M. Trost and M. J. Bogdanowicz, J. Am. Chem. Soc., 95, 5321 (1973).
15. 2 instead of the cationic complex.
16. 13C NMR δ 30.7, 43.9, 44.7, 125.6, 126.7, 127.9, 128.4, 129.8, 132.3, 135.8, 139.0, 208.1.
17. 3) linkage forming a highly strained benzocyclobutene skeleton is unlikely.
18. No unsaturated products resulting from further β-hydride elimination from 7 and 8 were observed.