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0042819251
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note
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In refs 3 and 4, epoxyquinol and epoxyquinone dimers were referred to as "exo." However, it is more appropriate to refer to the dimers as "endo" with respect to the carbonyl substituent on the 2H-pyran dienophile.
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9
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0000780620
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0042819250
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f by TLC with the natural compound RK-302 (see Supporting Information)
-
f by TLC with the natural compound RK-302 (see Supporting Information).
-
-
-
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12
-
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0042318090
-
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note
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Endo quinone dimer 9 was also produced in 67% yield by Dess-Martin periodinane oxidation of 7, followed by treatment with silica gel (Scheme 1). See Supporting Information for details.
-
-
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13
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0036132294
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It is also conceivable that internal hydride transfer of dienal 4 to a quinone epoxide may occur. For a recent example of an internal hydride transfer, see: Szendi, Z.; Forgo, P.; Tasi, G.; Böcskel, Z.; Nyerges, L.; Sweet, F. Steroids 2002, 67, 31.
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0041817209
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3) analysis of the crude reaction mixture indicates a ratio of dienal 4:2H-pyran 2:dimer 1:dimer 10 of 1:4.9:7.9:7.7
-
3) analysis of the crude reaction mixture indicates a ratio of dienal 4:2H-pyran 2:dimer 1:dimer 10 of 1:4.9:7.9:7.7.
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16
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For endo Diels-Alder dimerization of two identical 2H-pyran monomers, see ref 4
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For endo Diels-Alder dimerization of two identical 2H-pyran monomers, see ref 4.
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