Helvetica Chimica Acta – Vol. 97 (2014)
1467
(CD3OD): 34.5; 39.1; 54.25; 54.29; 54.33; 63.0; 125.3; 126.2; 126.3; 128.8; 129.4; 129.9; 130.2; 130.3; 130.4;
131.6; 131.9; 137.8; 139.1; 141.7; 154.5; 156.0. FAB-MS: 609 ([M ꢀ I]þ), 241 ([M ꢀ 2I]2þ). Anal. calc. for
C30H38I2N6 (736.47): C 48.93, H 5.20, N 11.41; found: C 48.72, H 5.05, N 11.29. Crystal structure of 33:
CCDC No. 967507.
REFERENCES
[1] E. L. Eliel, S. H. Wilen, ꢄStereochemistry of Organic Compoundsꢅ, Wiley-Interscience, New York,
1994.
[2] R. E. Pincock, R. R. Perkins, A. S. Ma, K. R. Wilson, Science 1971, 174, 1018; D. K. Kondepudi, J.
Laudadio, K. Asakura, J. Am. Chem. Soc. 1999, 121, 1448; M. Sakamoto, N. Utsumi, M. Ando, M.
Saeki, T. Mino, T. Fujita, A. Katoh, T. Nishio, C. Kashima, Angew. Chem., Int. Ed. 2003, 42, 4360; M.
Sakamoto, F. Yaghishita, M. Ando, Y. Sasahara, N. Kamataki, M. Ohta, T. Mino, Y. Kasashima, T.
Fujita, Org. Biomol. Chem. 2010, 8, 5418.
[3] M. Sakamoto, J. Photochem. Photobiol. C 2006, 7, 183 and refs. cit. therein; F. Yagishita, H. Ishikawa,
T. Onuki, S. Hachiya, T. Mino, M. Sakamoto, Angew. Chem., Int. Ed. 2012, 51, 13023.
[4] T. Ishikawa, T. Kumamoto, Synthesis 2006, 737; ꢄSuperbases for Organic Synthesis: Guanidines,
Amidines, Phosphazenes and Related Organocatalystsꢅ, Ed. T. Ishikawa, John Wiley & Sons, West
Sussex, 2009; T. Ishikawa, Chem. Pharm. Bull. 2010, 58, 1555; T. Ishikawa, L. M. Harwood, Synlett
2013, 24, 2507.
[5] T. Isobe, K. Fukuda, T. Ishikawa, J. Org. Chem. 2000, 65, 7770; T. Isobe, K. Fukuda, T. Tokunaga, H.
Seki, K. Yamaguchi, T. Ishikawa, J. Org. Chem. 2000, 65, 7774; T. Isobe, K. Fukuda, K. Yamaguchi,
H. Seki, T. Tokunaga, T. Ishikawa, J. Org. Chem. 2000, 65, 7779.
[6] T. Isobe, K. Fukuda, T. Ishikawa, Tetrahedron: Asymmetry 1998, 9, 1729; T. Isobe, K. Fukuda, Y.
Araki, T. Ishikawa, Chem. Commun. 2001, 243; T. Ishikawa, Y. Araki, T. Kumamoto, H. Seki, K.
Fukuda, T. Isobe, Chem. Commun. 2001, 245; T. Ishikawa, T. Isobe, Chem. – Eur. J. 2002, 8, 552; Y.
Kitani, T. Kumamoto, T. Isobe, K. Fukuda, T. Ishikawa, Adv. Synth. Cat. 2005, 347, 1653; T.
Kumamoto, K. Ebine, M. Endo, Y. Araki, Y. Fushimi, I. Miyamoto, T. Ishikawa, T. Isobe, K. Fukuda,
Heterocycles 2005, 66, 347; A. Ryoda, N. Yajima, T. Haga, T. Kumamoto, W. Nakanishi, M.
Kawahata, K. Yamaguchi, T. Ishikawa, J. Org. Chem. 2008, 73, 133; N. Saito, A. Ryoda, W.
Nakanishi, T. Kumamoto, T. Ishikawa, Eur. J. Org. Chem. 2008, 2759; G. Zhang, T. Kumamoto, T.
Heima, T. Ishikawa, Tetrahedron Lett. 2010, 51, 3927; S. Tokunou, W. Nakanishi, N. Kagawa, T.
Kumamoto, T. Ishikawa, Heterocycles 2012, 84, 1045; T. Ishikawa, T. Heima, M. Yoshida, T.
Kumamoto, Helv. Chim. Acta 2014, 97, 307.
[7] T. Ishikawa, Heterocycles 2012, 85, 2837; K. Hada, T. Watanabe, T. Isobe, T. Ishikawa, J. Am. Chem.
Soc. 2001, 123, 7705; Y. Tsuchiya, T. Kumamoto, T. Ishikawa, J. Org. Chem. 2004, 69, 8504; T. Haga,
T. Ishikawa, Tetrahedron 2005, 61, 2857; D. Wannaporn, T. Ishikawa, J. Org. Chem. 2005, 70, 9399; W.
Disadee, T. Ishikawa, M. Kawahata, K. Yamaguchi, J. Org. Chem. 2006, 71, 6600; I. Khantikaew, M.
Takahashi, T. Kumamoto, N. Suzuki, T. Ishikawa, Tetrahedron 2012, 68, 878; Y. Kondo, N. Suzuki, M.
Takahashi, T. Kumamoto, H. Masu, T. Ishikawa, J. Org. Chem. 2012, 77, 7988; H. Kojima, C.
Takahata, D. Lemin, M. Takahashi, T. Kumamoto, W. Nakanishi, N. Suzuki, T. Ishikawa, Helv. Chim.
Acta 2013, 96, 379; M. Takahashi, N. Suzuki, T. Ishikawa, J. Org. Chem. 2013, 78, 3250.
[8] M. Kawahata, K. Yamaguchi, T. Ishikawa, Cryst. Growth Design 2005, 5, 373; M. Kawahata, K.
Shikii, H. Seki, T. Ishikawa, K. Yamaguchi, Chem. Pharm. Bull. 2006, 54, 147; K. Suda, N. Saito, T.
Kumamoto, W. Nakanishi, M. Kawahata, K. Yamaguchi, Y. Ogura, K. T. Suzuki, T. Ishikawa,
Heterocycles 2009, 77, 375; T. Ito, K. Suda, T. Kumamoto, W. Nakanishi, T. Watanabe, T. Ishikawa, H.
Seki, M. Kawahata, K. Yamaguchi, Y. Ogura, K. T. Suzuki, Mol. Divers. 2010, 14, 131; T. Kumamoto,
K. Shikii, M. Kawahata, K. Yamaguchi, W. Nakanishi, T. Ishikawa, H. Seki, Heterocycles 2010, 80,
´
303; N. Suzuki, K. Kishimoto, K. Yamazaki, T. Kumamoto, T. Ishikawa, D. Margetic, Synlett 2013, 24,
2510.
´
[9] W. Nakanishi, T. Ishikawa, D. Margetic, Bull. Chem. Soc. Jpn. 2007, 80, 1187.
[10] W. Nakanishi, A. Ogino, M. Kawahata, K. Yamaguchi, T. Ishikawa, Tetrahedron Lett. 2007, 48, 8526.