Conversion of homoallylic alcohols with alkene protection to the corresponding methyl ketones

Journal of Organic Chemistry

Volumn 64, Issue 2, 1999, Pages 663-665

  Jung, Michael E ^a   Karama, Usama ^a   Marquez, Rodolfo ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONE; ALCOHOL; ALKENE; ALLYL COMPOUND;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; OXIDATION; STEREOCHEMISTRY;

EID: 0033593260     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9817725     Document Type: Article

References (17)

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7. For a good review of cyclizations of this type, see: Harding, K. E.; Tiner, T. H. Electrophilic Heteroatom Cyclizations. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon: Oxford, 1991; Vol. 4, Chapter 1.9, p 363.
8. For an example of this less common 5-endo cyclization, see: Mihailovic, M. Lj.; Marinkovic, D. J. Serb. Chem. Soc. 1985, 50, 5.
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10. (b) Rychnovsky, S. D.; Bartlett, P. A. J. Am. Chem. Soc. 1981, 103, 3963.
11. (c) See also ref 5.
12. Smith, A. B., III; Scarborough, R. M. Synth. Commun. 1980, 10, 205.
13. Carlsen, P. H. J.; Katsuki, T.; Martin, V. S.; Sharpless, K. B. J. Org. Chem. 1981, 46, 3936.
14. (a) Jung, M. E.; Lee, W. S. Manuscript submitted for publication.
15. (b) Jung, M. E.; Marquez, R. Manuscript submitted for publication.
16. Henin, F.; Mortezaei, R.; Muzart, J.; Pete, J.-P.; Piva, O. Tetrahedron 1989, 45, 6171.
17. Van der Weerdt, A. J. A.; Cerfontain, H. J. Chem. Soc., Perkin Trans. 2 1977, 1357.