Art

J-GLOBAL ID：200902202292309329   Reference number：09A0407998

ENANTIOSELECTIVE RADICAL CYCLIZATION FOR THE SYNTHESIS OF CYCLIC COMPOUNDS

環状化合物合成のためのエナンチオ選択的ラジカル環化

Author (3)： YOSHIOKA Eito (Hyogo Univ. Health Sci., Kobe, JPN) ,  KOHTANI Shigeru (Hyogo Univ. Health Sci., Kobe, JPN) ,  MIYABE Hideto (Hyogo Univ. Health Sci., Kobe, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 79  Page： 229-242  Publication year： Apr. 01, 2009 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 文献レビュー  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： radical reaction ,  stereoselectivity ,  *asymmetric reaction ,  oxidation ,  reduction(reaction) ,  optical isomerism ,  Lewis acid catalyst ,  catalytic reaction ,  chiral ligand ,  metal complex ,  transition metal complex ,  cyclization reaction
Semi thesaurus term： enantioselectivity ,  chirality ,  *free-radical cyclization ,  organocatalyst

JST classification (1)： Cyclization reaction,ring-opening reaction  (CF02050I)

Reference (23)：

• D. P. Curran, N. A. Porter, and B. Giese,‘Stereochemistry of Radical Reactions: Concepts, Guidelines, and Synthetic Applications’, VCH: Weinheim, 1996;‘Radicals in Organic Synthesis’ Vols. 1 and 2, ed. by P. Renaud and M. P. Sibi, Wiley-VCH, Weinheim, 2001.
• For selected examples of enantioselective radical addition reactions and allylations, see: M. P. Sibi, G. Petrovic, and J. Zimmerman, J. Am. Chem. Soc., 2005, 127, 2390; M. P. Sibi, J. Zimmerman, and T. Rheault, Angew. Chem. Int. Ed., 2003, 42, 4521; Y. Watanabe, N. Mase, R. Furue, and T. Toru, Tetrahedron Lett., 2001, 42, 2981; U. Iserloh, D. P. Curran, and S. Kanemasa, Tetrahedron: Asymmetry, 1999, 10, 2417; M. Murakata, T. Jono, Y. Mizuno, and O. Hoshino, J. Am. Chem. Soc., 1997, 119, 11713; M. P. Sibi, J. Ji, J. H. Wu, S. Gürtler, and N. A. Porter, J. Am. Chem. Soc., 1996, 118, 9200; J. H. Wu, R. Radinov, and N. A. Porter, J. Am. Chem. Soc., 1995, 117, 11029.
• For selected examples of enantioselective H-atom transfer reactions, see: M. P. Sibi and K. Patil, Angew. Chem. Int. Ed., 2004, 43, 1235; M. P. Sibi, Y. Asano, and J. B. Sausker, Angew. Chem. Int. Ed., 2001, 40, 1293; M. Murakata, H. Tsutsui, N. Takeuchi, and O. Hoshino, Tetrahedron, 1999, 55, 10295.
• For selective examples of enantioselective reductions using chiral H-atom transfer reagents, see: Y. Cai, B. P. Roberts, and D. A. Tocher, J. Chem. Soc., Perkin Trans. 1, 2002, 1376; D. Dakternieks and C. H. Schiesser, Aust. J. Chem., 2001, 54, 89; M. Blumenstein, K. Schwarzkopf, and J. O. Metzger, Angew. Chem. Int. Ed., 1997, 36, 235; D. Nanni and D. P. Curran, Tetrahedron: Asymmetry, 1996, 7, 2417.
• For general information details for enantioselective radical reactions, see: P. Renaud and M. Gerster, Angew. Chem. Int. Ed., 1998, 37, 2562; M. P. Sibi and N. A. Porter, Acc. Chem. Res., 1999, 32, 163; G. Bar and A. F. Parsons, Chem. Soc. Rev., 2003, 32, 251; M. P. Sibi, S. Manyem, and J. Zimmerman, Chem. Rev., 2003, 103, 3263.

Terms in the title (2)： 環状化合物 ,  ラジカル環化