Iodocyclisation and rearrangement reactions of mono-protected allyl substituted guanidines

Tetrahedron Letters

Volumn 51, Issue 52, 2010, Pages 6825-6829

  Davies, Deiniol ^a   Fletcher, Matthew D ^a   Franken, Herjan ^a   Hollinshead, Jackie ^b   Kähm, Kristina ^a   Murphy, Patrick J ^a   Nash, Robert ^b   Potter, David M ^c  

^a BANGOR UNIVERSITY   (United Kingdom)

^b Phytoquest Limited   (United Kingdom)

^c MENTEC   (United Kingdom)

Author keywords

Guanidine; Iodocyclisation; Rearrangement; Ring contraction

Indexed keywords

ALLYL COMPOUND; GUANIDINE DERIVATIVE; HETEROCYCLIC COMPOUND; IODINE; METHANOL; POTASSIUM CARBONATE; TRIFLUOROACETIC ACID;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; GEL CHROMATOGRAPHY; IODOCYCLIZATION; REACTION ANALYSIS; RING OPENING; SUBSTITUTION REACTION; SYNTHESIS;

EID: 78650678940     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.10.050     Document Type: Article

References (14)

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3. For related iodocyclisations, see: (a) Bruni, E.; Cardillo, G.; Orena, M.; Sandri, S.; Tomasini, C. Tetrahedron Lett. 1989, 30, 1679-1682;
4. (b) Balko, T. W.; Brinkmeyer, R. S.; Terando, N. H. Tetrahedron Lett. 1989, 30, 2045-2048;
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7. (e) Watanabe, M.; Okada, H.; Teshima, T.; Noguchi, M.; Kakehi, A. Tetrahedron 1996, 52, 2827-2838;
8. (f) Kitagawa, O.; Fujita, M.; Li, H.; Taguchi, T. Tetrahedron Lett. 1997, 38, 615-618;
9. (g) Yanada R.; Kaieda A.; Yanada, K.; Takemoto, Y. Heterocycles 2005, 66, 101-106;
10. (h) Arnold, M. A.; Duron, S. G.; Gin, D. Y. J. Am. Chem. Soc. 2005, 127, 6924-6925.
11. +); requires 200.1394; found 200.1391.
12. 7
13. 2 [(M+H)+]; requires;326.0360; found 326.0363.
14. Everall, E. MSc Thesis, Bangor University, 2008.