The first total synthesis of the neuroactive indole alkaloid (±)-alstoscholarisine A is reported. The key step of the concise synthesis is an efficient domino sequence that was used to assemble the 2,8-diazabicyclo[3.3.1]nonane core through the formation of two C-N bonds and one C-C bond in a single step.
Enantioselective total synthesis of (+)-swaisonine that hinges on a combination of organocatalyzed aldolization and reductive amination, affords the title compound in 9 steps, with 24% overall yield.
The stereodivergent synthesis of two hyacinthacine analogues, which relies on an organocatalyzed aldol addition, is described. The aldol addition of dioxanone to an α‐N‐carbobenzyloxy‐substituted chiral aldehyde, promoted by both (R)‐ and (S)‐proline, proceeds in reasonable yields with acceptable diastereomeric ratios. The success of the reaction may be due to the use of an acyclic aldehyde acceptor, which allows reagent control of the stereochemical outcome of the key aldolization step in both the matched and mismatched cases.
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