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It might not be as healthy as vitamin E, but the α-tocopherol derivative 1 undergoes all the typical reactions of the vitamin twice, as a result of its “siamese twin” character. The transformation of 1 in a three-step reaction sequence of oxidation, hetero-Diels–Alder reaction, and reduction provides facile access to tetrameric calixarene-type macrocycles 2.
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Rosenau et al. (2002) studied this question.
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