Enantiocontrolled Synthesis of a Tetracyclic Aminal Corresponding to the Core Subunit of Diazonamide A
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A chiral benzylic ether serves as an auxiliary for oxindole carboxylation (dr 5.2:1.0) that sets C10 configuration in a potential diazonamide precursor. The chiral substituent allows diastereomer separation and departs during a subsequent acid-catalyzed ring closure to form a tetracyclic aminal. With suitable N-protection, crystallization affords the aminal with 98–99% ee.
创建时间:
2016-02-14



