References
- (a) Kawashima T. Okazaki R. , Synlett , 1996 , 600 and references cited therein; (b) T. Kawashima, K. Kato, and R. Okazaki, J. Am. Chem. Soc., 114, 4008 (1992); (c) T. Kawashima, N. Iwama, and R. Okazaki, ibid., 114, 7598 (1992); For pentacoordinate 1,2λ5-azaphosphetidines, see: (d) T. Kawashima, T. Soda, and R. Okazaki, Angew. Chem., Int. Ed. Engl., 35, 1096 (1996). For hexacoordinate 1,2-oxaphos-phetanides, see: (e) T. Kawashima, K. Watanabe, and R. Okazaki, Tetrahedron Lett, 38, 551 (1997) .
- For the Wittig reaction, see: Vedejs E. Peterson M. J. , Top. Stereochem. , 21 , 1 ( 1994 ); I. Gosney, A. G. Rowley, in Organophosphorus Reagents in Organic Synthesis, edited by J. I. G. Cadogan (Academic Press, New York, 1979), pp 17-153; B. E. Maryanoff, A. B. Reitz, Chem. Rev., 89, 863 (1989). For the Peterson-type reaction, see: W. P. Weber, in Silicon Reagents for Organic Synthesis (Springer-Verlag, New York, 1983), pp 58-73; D. J. Ager, Synthesis, 1984, 384; D. J. Ager, Org. React. (N. Y.), 38, 1 (1990); T. Kauffmann, Top. Curr. Chem., 92, 109 (1980); T. Kauffmann, Angew. Chem., Int. Ed. Engl., 21, 410 (1982) .
- Ohno F. Kawashima T. Okazaki R. , J. Am. Chem. Soc. , 118 , 697 ( 1996 ); T. Kawashima, F. Ohno, R. Okazaki, H. Ikeda, and S. Inagaki, ibid., 118, 12455 (1996) .
- For compounds having phosphetane and oxaphosphetane rings, see: Oram R. K. Trippett S. , J. Chem. Soc., Perkin 1 , 1973 , 1300 ; H. A. E. Aly, J. H. Barlow, D. R. Russell, D. J. H. Smith, M. Swindes, and S. Trippett, J. Chem. Soc., Chem. Commun., 1976, 449. For compounds with two 1,3,2-diazaphosphetidine rings, see: M. Kubjacek, K. Utvary, Monatsh. Chem., 1978, 587; H. W. Roesky, K. Ambrosius, M. Banek, and W. S. Sheldrick, Chem. Ber., 113, 1847 (1980); P. G. Jones, A. Meyer, and R. Schmutzler, Z. Naturforsch., 45b, 175 (1990); L. Lamandé, Tetrahedron, 46, 3527 (1990) .
- Kawashima T. Takami H. Okazaki R. , J. Am. Chem. Soc. , 116, 4509 ( 1994 ).
- For a review, see: Appel R. , Angew. Chem., Int. Ed. Engl. , 14 , 801 ( 1975 ).
- yellow-brown crystals; mp 118.0-120.0 °C (decomp); 1H NMR (500 MHz, CDCl3) δ 4.26-4.43 (m, 4H, CH2), 7.14-7.24 (m, 3H, m- and p-H of Ph), 7.36-7.38 (m, 4H, o-H of p-NO2C6H4), 7.57-7.60 (m, 4H, o-H of p-NO2C6H4), 7.81 (dd, 3JHH = 7.2 Hz, 3JPH = 14.8 Hz, 2H, o-H of Ph), 7.93-7.96 (m, 4H, m-H of p-NO2C6H4), 8.15-8.18 (m, 4H, m-H of p-NO2C6H4); 13C{1H}NMR (126 MHz, CDCl3, 40 °C) δ 56.8 (d, 1JCP = 97.3 Hz, CH2), 76.3 (d, 2JCP = 16.6 Hz, C(p-NO2C6H4)2), 123.5, 124.1, 125.7, 126.5 (s, o- and m-C of p-NO2C6H4), 128.0 (d, 3JCP = 14.5 Hz, m-C of Ph), 131.5 (d, 4JCP = 3.1 Hz, p-C of Ph), 132.2 (d, 2JCP = 12.4 Hz, o-C of Ph), 134.7 (d, 1JCP = 122.3 Hz, ipso-C of Ph), 146.9, 147.3 (s, p-C of p-NO2C6H4), 151.2 (d, 3JCP = 3.1 Hz, ipso-C of p-NO2C6H4), 153.7 (d, 3JCP = 9.3 Hz, ipso-C of p-NO2C6H4); 31P{1H} NMR (109 MHz, CDCl3) δ–38.7.
- Kawashima T. Okazaki R. Okazaki R. , Angew. Chem., Int. Ed. Engl. , in press.
- Kawashima T. Takami H. Okazaki R. , Chem. Lett. , 1994 , 1487 .