Unified Approach to Isoindolinones and THIQs via Lewis Acid Catalyzed Domino Mukaiyama–Mannich Lactamization/Alkylations: Application in the Synthesis of (±)-Homolaudanosine

A novel and efficient synthesis of a variety of isoindolinones and tetrahydroisoquinolines via a Lewis acid catalyzed domino Mukaiyama–Mannich lactamization/alkylation is achieved. This transformation comprises a sequential formation of three new bonds through a one-pot, three-component procedure to...

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Veröffentlicht in:Organic letters 2015-06, Vol.17 (11), p.2780-2783
Hauptverfasser: Dhanasekaran, Sivasankaran, Kayet, Anirban, Suneja, Arun, Bisai, Vishnumaya, Singh, Vinod K
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Sprache:eng
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Zusammenfassung:A novel and efficient synthesis of a variety of isoindolinones and tetrahydroisoquinolines via a Lewis acid catalyzed domino Mukaiyama–Mannich lactamization/alkylation is achieved. This transformation comprises a sequential formation of three new bonds through a one-pot, three-component procedure to afford product in moderate to high yields. A concise synthesis of (±)-homolaudanosine (2b) has been achieved using this method.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b01197