Organic Letters 2010-06-04

Synthesis of (+/-)-eusynstyelamide A.

Olga V Barykina, Barry B Snider

Index: Org. Lett. 12(11) , 2664-7, (2010)

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Abstract

The synthesis of (+/-)-eusynstyelamide A has been accomplished in six steps in 13% overall yield from 6-bromoindole, methyl glycidate, and Boc-protected agmatine. If oxygen is carefully excluded from the reaction, the key NaOH-catalyzed aldol dimerization of the alpha-ketoamide proceeded efficiently to give Boc-protected eusynstyelamide A.

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