All articles of this category The construction of the C1 - C10 lactone core of rhizoxin, a 16-membered antitumoral macrolide, is reported. The strategy is based on the installation of the C7 and C8 asymmetric centers with a Brown allylation reaction. The C5 asymmetric carbon was controlled during a lactonisation step, leading to the equatorial chain at C5. Homologation sequences at C3 and C9 were performed via a Wadsworth-Emmons and a Takai reaction, respectively. Michael addition - Krapcho decarboxylation - antitumoral compound - rhizoxin - total synthesis - reduction - lactone
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N’Zoutani et al. (2001) studied this question.