A facile and high‐yielding synthesis of multivalent 1,4‐disubstituted 1,2,3‐triazole‐linked glycodendrimers is described. Azido carbohydrates are linked by a CuI‐catalyzed [3+2] cycloaddition reaction to dendritic acetylenes using microwave irradiation. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

A concise synthesis of the macroline-related alkaloid (±)-alstonerine is reported. Key steps are regioselective and stereospecific aziridine ring-opening using a sulfone-stabilised carbanion, Me3Al-mediated O → N-transacylation-elimination, intramolecular Michael reaction, and one-pot reduction-dehydration-Pictet-Spengler cyclisation.

a b s t r a c tThioether and sulfone-stabilised carbanions possessing varying functional groups enter into highly regioselective, stereospecific ring-opening reactions with vinyl-and hydroxymethyl-substituted aziridines. Some derivatisation reactions of the adducts are reported.

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