References
- Kabalka , G. W. , Yang , D. T. C. and Baker , J. D. 1976 . J. Am. Chem. Soc. , 41 : 574
- Cragg , G. M. L. , Davey , C. W. , Hall , D. N. , Richards , E. E. and Whateley , T. L. 1966 . J. Chem. Soc., (C) , : 1266
- Bellucci , G. , Macchia , F. and Maloguzzi , V. 1966 . Tetrahedron Lett. , : 4973
- Hutchins , R. O. , Milervsky , C. A. and Maryanoff , B. 1973 . J. Am. Chem. Soc. , 95 : 3662 4-Cholesten-3-one tosylhydrazone, mp. 131–132°, was prepared according to the procedure of
- Available from Aldrich Chemical Co.
- A 600 mm column with a 40 mm I. D. was used
- Nickon , A. , Schwartz , N. , Digiorgio , J. and Widdowson , D. 1965 . J. Org. Chem. , 30 : 1711 TLC analysis of the product was carried out on Quanta precoated silica gel, Q6 plates (developed with cyclohexane and visualized by charring with sulfuric acid) indicates a pure material. M+ 370 (C27H46); [α]24 D = + 19.6°; 1R: 831, 783, and 678 cm−1; NMR (CDCl3), δ 0.66 (s, 3H, C-18 CH3), 0.94 (s, 3H, C-19 CH3), 5.23–5.75 (m, 2H, vinyl). The oily product crystallized after long standing, mp. 48–50°, lit.3 48– 49°, The dibromo derivative, 3α,4β-dibromo-5β-cholestane melted at 98–99°, [lit. 98–100°