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32744457714
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note
-
According to the IUPAC nomenclature system, (-)-AL-2 (2) should be described as (-)-(2E,3S,4R,5R)-3,4-epoxy-2-(2,4-hexadiynylidene)-1,6- dioxaspiro[4.5]decane. This numbering system is used for the dioxaspiro compounds in this paper.
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-
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13
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0030570912
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For synthetic studies on total synthesis, see: (a) Toshima, H.; Furumoto, Y.; Inamura, S.; Ichihara, A. Tetrahedron Lett. 1996, 37, 5707-5710.
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(a) Mukai, C.; Moharram, S. M.; Kataoka, O.; Hanaoka, M. J. Chem. Soc., Perkin Trans. 1 1995, 2849-2854.
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0020850942
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0037043012
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(a) Kato, K.; Yamamoto, Y.; Akita, H. Tetrahedron Lett. 2002, 43, 4915-4917.
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0037048476
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32744466096
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note
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13C NMR experiments. See ref 8.
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-
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30
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0141629681
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Part of this work was published as a preliminary communication: Miyakoshi, N.; Mukai, C. Org. Lett. 2003, 5, 2335-2338.
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33
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0035850522
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2O. See: Heintzelman, G. R.; Fang, W.-K.; Keen, S. P.; Wallace, G. A.; Wienreb, S. M. J. Am. Chem. Soc. 2001, 123, 8851-8853.
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Heintzelman, G.R.1
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34
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32744469148
-
-
note
-
A mixture of two diastereoisomers was obtained.
-
-
-
-
35
-
-
32744462566
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note
-
The structure of 22 was elucidated by spectral evidence. In particular, NOE experiments revealed no enhancement between the vinylic proton and H-3 or between H-4 and H-10. In the 4-related (4R,5S)-compounds, an enhancement between H-4 and H-10 was observed in the NOE experiments.
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-
-
38
-
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32744463742
-
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note
-
Ohigashi and co-workers reported preparation of compound 6 from naturally occurring AL-2 (2) and ent-3 by successive reduction, tosylation, and olefin formation reaction. However, no description concerning to its specific rotation could be available. See ref 1h.
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-
-
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40
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32744459490
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note
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Ohigashi and co-workers isolated 1 mg of (+)-3 when 4.2 mg of (-)-AL-2 (2) was exposed to the same acidic conditions. See ref 1h.
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-
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41
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0344944884
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Soheili, A.; Albaneze-Walker, J.; Murry, J. A.; Dormer, P. G.; Hughes, D. L. Org. Lett. 2003, 4, 4191-4194.
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Hughes, D.L.5
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42
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32744467961
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note
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3-position when treated with 10% hydrochloric acid in methanol. See ref 1h.
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43
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0026603303
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(a) Kuntz, H.; Kullmann, R.; Wernig, P.; Zimmer, J. Tetrahedron Lett. 1992, 33, 1969-1972.
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