Browse > Article
http://dx.doi.org/10.5012/bkcs.2014.35.8.2573

A New Entry to β-Functionalization of Enones: Pentyloxy Group Incorporation in the TBSOTf-Mediated Ring-Opening Reaction of Epoxides with Ylides Derived from the Phosphoniosilylation Products of Enones in Tetrahydropyran  

Oh, Su Jin (Department of Chemistry & Institute of Basic Science, Sungshin Women's University)
Jung, Sun Ho (Department of Chemistry & Institute of Basic Science, Sungshin Women's University)
Publication Information
Bulletin of the Korean Chemical Society / v.35, no.8, 2014 , pp. 2573-2576 More about this Journal
Keywords
Phosphoniosilylation; Epoxide opening; Three-component coupling; Enones; TBSOTf;
Citations & Related Records
Times Cited By KSCI : 7  (Citation Analysis)
연도 인용수 순위
1 (a) Goto, M.; Akimoto, K.; Aoki, K.; Shindo, M.; Koga, K. Tetrahedron Lett. 1999, 40, 8129.   DOI
2 (b) Dye, J. L.; Lok, M. T.; Tehan, F. J.; Ceraso, J.; Voorhees, K. J. Org. Soc. 1973, 38, 1775.   DOI
3 (c) Jung, S. H.; Kim, J. H.; Kim, H. J. Bull. Korean Chem. Soc. 2004, 25, 136.   DOI
4 (d) Jung, S. H.; Kim, J. H. Bull. Korean Chem. Soc. 2002, 23, 1375.   DOI
5 (e) Jung, S. H.; Kim, J. H. Bull. Korean Chem. Soc. 2002, 23, 365.   DOI
6 (a) Emde, H.; Domsch, D.; Feger, H.; Frick, U.; Gotz, A.; Hergott, H. H.; Hofmann, K.; Kober, W.; Krageloh, K.; Osterle, T.; Steppan, W.; West, W.; Simchen, G. Synthesis 1982, 1.
7 (b) Lambert, J. B.; Kania, L.; Zhang, S. Chem. Rev. 1995, 95, 1191.   DOI
8 (c) Matsumura, T.; Nakeda, M. Tetrahedron Lett. 2014, 55, 1412.   DOI
9 (d) Berqueiro, J.; Montenegro, J.; Saa, C.; Lopez, S. RSC Adv. 2014, 4, 14475.   DOI
10 (e) Okamoto, K.; Tamura, E.; Ohe, K. Angew. Chem. Int. Ed. 2013, 52, 10639.   DOI
11 (f) Dowrey, C. W.; Dombrowski, G. M.; Maxwell, E. N.; Safran, C. L.; Akomah, O. A. Eur. J. Org. Chem. 2013, 5716.
12 (g) Kobayashi, S.; Kiyohara, H.; Yamaguchi, M. J. Am. Chem. Soc. 2011, 133, 708.   DOI
13 Kozikowski, A. P.; Jung, S. H. J. Org. Chem. 1986, 51, 3400.   DOI
14 (a) Brauch, S. Chem. Soc. Rev. 2013, 42, 4948.   DOI
15 (b) Chebanov, V. A.; Desenko, S. M. Chem. Heterocycl. Compd. 2012, 48, 566.   DOI
16 (c) Eckert, H. Molecules 2012, 17, 1074.   DOI
17 Jung, S. H.; Jang, S. Y. Bull. Korean Chem. Soc. 2010, 31, 3431.   DOI
18 (d) Ruijter, E.; Scheffelaar, R.; Orru, R. V. A. Angew. Chem. Int. Ed. 2011, 50, 6234.   DOI
19 (e) Zhu, J.; Bienayme, H. Multicomponent Reactions; Wiley-VCH: Weinheim, 2005.
20 (f) Orru, R. V. A.; Greef, M. Synthesis 2003, 1471.
21 (a) Shim, H. Y.; Jung, S. H. Bull. Korean Chem. Soc. 2008, 29, 2089.   DOI
22 (b) Kim, J. H.; Jung, S. H. Tetrahedron Lett. 2007, 48, 4243.   DOI   ScienceOn
23 (a) Kim, J. H.; Jung, S. H. Bull. Korean Chem. Soc. 2004, 25, 1729.   DOI
24 (b) Jung, S. H.; Kim, J. H.; Lee, J. H. Bull. Korean Chem. Soc. 2004, 25, 1088.   DOI