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One-step formation of an enone from a primary alcohol has been effectively applied in the total synthesis of batzelladine A (1). Successive 1,3-dipolar cycloadditions with a subsequent cyclization were used to form the tricyclic guanidine subunit of this natural product, which has the strongest inhibitory activity of HIV gp120-CD4 binding among the batzelladines.
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Shimokawa et al. (2004) studied this question.
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