A double Michael addition of amine 2 to 1 was a key reaction in the synthesis of the isoquinuclidine core 4 of xestocyclamine A, a protein kinase C inhibitor. The first ansa bridge was formed efficiently by a B-alkyl Suzuki coupling in 3. TBDPS = tert-butyldiphenylsilyl; Ts = p-toluenesulfonyl.
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Gagnon et al. (2002) studied this question.
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