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0033597970
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For reviews on the preparation of spirocyclic compounds, see: [1a] M. Sannigrahi, Tetrahedron 1999, 55, 9007-9071.
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[2a] I. E. Markó, J.-C. Vanherck, A. Ates, B. Tinant, J.-P. Leclercq, Tetrahedron Lett. 2003, 44, 3333-3336.
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4
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0032789966
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For a previous utilisation of such orthoesters, see: [2b] I. E. Markó, A. Ates, Synlett 1999, 1033-1036.
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Markó, I.E.1
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0037127805
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For elegant uses of other orthoesters, see: [2c] P. Ding, L. Ghosez, Tetrahedron 2002, 58, 1565-1571.
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Ding, P.1
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7
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0001322024
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For previous total syntheses of agarospirol and/or hinesol, see: [3a] J. A. Marshall, S. F. Brady, J. Org. Chem. 1970, 35, 4068-4077.
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Yamada, K.1
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10
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0041727336
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[3d] D. A. Chass, D. Buddhasukh, P. D. Magnus, J. Org. Chem. 1978, 43, 1750-1756.
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[3e] J. Lafontaine, M. Mongrain, M. Sergent-Guay, L. Ruest, P. Deslongchamps, Can. J. Chem. 1980, 58, 2460-2476.
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12
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0000415417
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[3f] L. A. Paquette, T. H. Yan, G. J. Wells, J. Org. Chem. 1984, 49, 3610-3617.
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[3g] T. Hatsui, J.-J. Wang, S.-y. Ikeda, H. Takeshita, Synlett 1995, 35-37.
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15
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0001378916
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For previous total syntheses of α-vetispirene, see: [4a] D. Caine, A. A. Boucugnani, S. T. Chao, J. B. Dawson, P. F. Ingwalson, J. Org. Chem. 1976, 41, 1539-1544.
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5444263876
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19
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5444229911
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note
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The structure and relative stereochemistry of 11a had been previously established unambiguously by single-crystal X-ray diffraction analysis, see ref.[2a].
-
-
-
-
20
-
-
5444238505
-
-
note
-
This transformation is well precedented in the previous total syntheses of, e.g., 3a and 3b, see ref.[3].
-
-
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21
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0033574445
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Ni catalysis: [8a] C. A. Busacca, M. C. Erikson, R. Fiaschi, Tetrahedron Lett. 1999, 40, 3101-3104.
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Busacca, C.A.1
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0027481923
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Pd-catalysis: [8b] T Mandai, T. Matsumoto, J. Tsuji, S. Saito, Tetrahedron Lett. 1993, 34, 2513-2516.
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0037146041
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[9c] A. Fürstner, A. Leitner, M. Mendez, H. Krause, J. Am. Chem. Soc. 2002, 124, 13856-13863.
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0037029770
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[9d] J. Quintin, X. Franck, R. Hocquemiller, B. Figadere, Tetrahedron Lett. 2002, 43, 3547-3549.
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