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The dearomative spirocyclisation of benzisoxazoles through a radical chain mechanism is described. Densely functionalised spirocycles were prepared in high yields by reacting benzisoxazole‐tethered ynones with aryl thiols in 1,2‐dichloroethane (DCE) at 60 °C. The identification of stabilising three‐electron interactions was key to the development of this new radical cascade reaction. The obtained...
Both enantiomers of C10b methyl analogs of crispine A and a tetracyclic core of Erythrina alkaloids were synthesized starting from l-aspartic acid via a common chiral N-arylethyl succinimide intermediate. The pivotal C10a-C10b bond formation and construction of the C10b stereogenic center were achieved via diastereoselective N-acyliminium ion cyclization. The dibenzylamino group gave stereochemical...
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