Several routes to phenyl 2-exo- and 2-endo-acryloyloxybornane-10-sulfonate have been investigated. Preparation of the former product is complicated by concomitant formation of 10-isobornylsultone, while addition of HCl is observed when the alcohol precursors are treated with acryloyl chloride in the presence of Al2O3. An X-ray crystal structure has been determined for one of the chlorinated derivatives.
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KayeP.T., S. Afr. J. Science, 2004, 100, 545; P.T. Kaye, D.M. Molefe, A.T. Nchinda and L.V. Sabbagh, J. Chem. Res., 2004, 303; and references cited therein.
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See, for example, YangK-S., LeeW-D., PanJ-F., and ChenK., J. Org. Chem., 2003, 68, 915; A.G.M. Barrett, A.S. Cook and A. Kamimura, J. Chem. Soc., Chem. Commun., 1998, 2533.
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EvansM.D., and KayeP.T., Synth. Commun., 1999, 29, 2137.
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KayeP.T., and MolemaW.E., J. Chem. Soc., Chem. Commun., 1998, 2479.
