The power of the masked o-benzoquinone Diels–Alder protocol is shown in a total synthesis of magellanine ((±)-3). The highly compact molecular architecture of 3 was constructed from acetovanillone (1) via a masked o-benzoquinone 2 in an overall yield of 12 % over 16 steps (or 9 % over 14 steps).
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Yen et al. (2002) studied this question.
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