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36
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- -Drimenol (14) can be obtained in optically pure form from trans,trans-farnesol. Resolution of racemic 14 was achieved via chromatographic separation of the diasteromeric camphonates. See ref 11 and (a) Jordine, C.; Bick, S.; Möller, U.; Welzel, P.; Daucher, B.; Maas, C. Tetrahedron 1994, 50, 139-160. (-)-Drimenol (14) can also be obtained from (-)-sclareol through drimenyl acetate in a five-step synthesis with 42% overall yield. See: (b) Barrero, A. F.; Alvarez-Manzaneda, E. J.: Altarejos, J.; Salido, S.; Ramos, J. M. Tetrahedron Lett. 1994, 35, 2945-2948. (c) Barrero, A. F.; Manzaneda, E. A.; Altarejos, J.; Salido, S.; Ramos, J. M.; Simmonds, M. J. S.; Blaney, W. M. Tetrahedron 1995, 51, 7435-7450.
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37
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- -Drimenol (14) can be obtained in optically pure form from trans,trans-farnesol. Resolution of racemic 14 was achieved via chromatographic separation of the diasteromeric camphonates. See ref 11 and (a) Jordine, C.; Bick, S.; Möller, U.; Welzel, P.; Daucher, B.; Maas, C. Tetrahedron 1994, 50, 139-160. (-)-Drimenol (14) can also be obtained from (-)-sclareol through drimenyl acetate in a five-step synthesis with 42% overall yield. See: (b) Barrero, A. F.; Alvarez-Manzaneda, E. J.: Altarejos, J.; Salido, S.; Ramos, J. M. Tetrahedron Lett. 1994, 35, 2945-2948. (c) Barrero, A. F.; Manzaneda, E. A.; Altarejos, J.; Salido, S.; Ramos, J. M.; Simmonds, M. J. S.; Blaney, W. M. Tetrahedron 1995, 51, 7435-7450.
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45
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17844372067
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note
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Compound 21b was also obtained after cyclization with camphosulfonic acid, under the conditions reported by Plumet et al. (see refs 9a and 10 and Supporting Information)
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46
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17844365681
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note
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See ref 9a for methylenedioxypuupehenol and its 8-epimer.
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