1. trans- and cis-2-Methyl-5-(1-methylethyl)bicyclo[3.1.0]hexan-2-ols (sabinene hydrates) are present in many plants. Some bicyclo[4.1.0]heptan-2-ols are also presents in plants, for the 4,7,7-trimethylated compound (caran-5-ol) see: Handilou, E.; Kokkini, S.; Kokkalou, E. Biochem. Syst. Ecol. 1992, 20, 33–40. Handilou, E.; Kokkalou, E.; Kokkini, S. Planta Med. 1992, 58, 105–107. Komaitis, M. E.; Ifanti-Papatragianni, N.; Melissari-Panagiotou, E. Food Chem. 1992, 45, 117–118. Chen, Y.; Li, Z.; Li, H. Chromatographia 1987, 23, 502–506, for the 3,7,7-trimethylated compound (caran-2-ol) see Chen, Y.; Li, X. Linchan Huaxue Yu Gongye 1992, 12, 159–163, for the 2,5-dimethyl-5-(4-methylpent-3-enyl)bicycloheptanol (chenopodanol) see: Tori, M.; Hamaguchi, T.; Aoki, M.; Sono, M.; Asakawa, Y. Can. J. Chem. 1997, 75, 634–640. For another example of a natural compound isolated from a marine mollusc with a 6-oxabicyclo[6.1.0]nonan-2-ol framework see: Miyamoto, T.; Ebisawa, Y.; Higuchi, R. Tetrahedron Lett. 1995, 36, 6073–6074.
2. Collum, D. B.; Still, W. C.; Mohamadi, F. J. Am. Chem. Soc. 1986, 108, 2094–2096. For another use of the organomercurial intermediates see: Kočovsky, P.; Grech, J. M.; Mitchell, W. L. J. Org. Chem. 1995, 60, 1482–1483; Kočovsky, P.; Grech, J. M.; Mitchell, W. L. Tetrahedron Lett. 1996, 37, 1125–1128.
3. Clive, D. L. J.; Daigneault, S. J. Org. Chem. 1991, 56, 3801–3814. For related reactions also see: Corey E. J.; Shiner, C. S.; Volante, R. P.; Cyr, C. R. Tetrahedron Lett. 1975, 1161–1164. Beckwith, A. L. J.; Philippou, G. Aust. J. Chem. 1976, 29, 123–131.
4. Harling, J. D.; Motherwell, W. B. J. Chem. Soc., Chem. Commun. 1988, 1380–1381. Batey, R. A.; Harling, J. D.; Motherwell, W. B. Tetrahedron 1992, 48, 8031–8052.
5. For a rearrangement of cyclopropylcarbinyl radicals generated by other methods see: Batey, R. A.; Grice, P.; Harling, J. D.; Motherwell, W. B.; Rzepa, H. S. J. Chem. Soc., Chem. Commun. 1992, 942–944. Clive, D. L. J.; Daigneault, S. J. Org. Chem. 1991, 56, 5285–5289. Friedrich, E. C.; Holmstead, R. L. J. Org. Chem. 1971, 36, 971–975; 1972, 37, 2546–2550; 1972, 37, 2550–2554. Roberts, C.; Walton, J. C. J. Chem. Soc., Perkin Trans. 2 1983, 879–885. Davies, A. G.; Muggleton, B.; Godet, J.-Y.; Pereyre, M.; Pommier, J.-C. J. Chem. Soc., Perkin Trans. 2 1976, 1719–1724.