References
- Yang , S. S. , Beattie , T. R. and Shen , T. Y. 1982 . Tetrahedr. Lett. , : 5517
- Middleton , W. J. 1975 . J. Org. Chem. , 40 : 574
- Yang , S. S. and Beattie , T. R. 1981 . J. Org. Chem. , 46 : 1718
- Yang , S. S. unpublished results. DAST fluorination of DL-1-O-benzoyl-3,4,5,6-tetra-O-benzylscylloinositol will be reported elsewhere. Preliminary data showed that ca. 1/3 can be accounted for as fluorination at C-1 and C-2 without stereospecifity
- Kiely , D. E. , Abruscato , G. D. and Baburao , V. 1974 . Carbohyd. Res. , 34 : 307
- Schevchenko , V. P. , Lazurkina , T. Yu. , Molotkovsky , G. Yu. and Bergelson , L. D. 1977 . Bioorg. Khim. (Russ.) , 3 : 252
- Posternak , T. 1944 . Helv. , 27 : 457
- For convenience, D-myoinositol configuration was used to denote DL-myoinositol throughout Schemes I and II
- The C-2 axial fluorine splits both C-4 and C-6 hydrogens to a doublet
- The existence of the bromonium species 8 was further substantiated by the fact that ca. 5% of a 2-fluoromethyl-2-bromo derivative was isolated as a result of nucleophilic attack by fluoride ion at spiro CH2