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Synthesis of Fasicularin

descriptionPublicationkeyboard_double_arrow_right Article 29 Jun 2016 Singapore Publisher:American Chemical Society (ACS)Journal:Organic Letters, volume 18, pages 3,506-3,508 (issn: 1523-7060, eissn: 1523-7052,

Authors: Kaga, Atsushi; Tnay, Ya Lin; Chiba, Shunsuke;

doi: 10.1021/acs.orglett.6b01669

pmid: 27355342

Synthesis of Fasicularin

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Abstract

The synthesis of a tricyclic marine alkaloid, fasicularin, was accomplished. Stereoselective synthesis of the aza-spirocyclic BC-ring precursor and ensuing construction of the A-ring with stereocontrolled installation of the C2 hexyl group feature prominently in the synthesis.

Country

Singapore

Related Organizations

Nanyang Technological University
Singapore

Keywords

Transfer Reactions, :Chemistry [Science], Aziridines

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14 Research products, page 1 of 2

Total Synthesis of (–)‐Fasicularin and (–)‐Lepadiformine A Based on Zn‐Mediated Allylation of Chiral N‐tert‐Butanesulfinyl Ketimine
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Stereoselective Nitrenium Ion Cyclizations: Asymmetric Synthesis of the (+)‐Kishi Lactam (I) and an Intermediate (II) for the Preparation of Fasicularin.
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Total Synthesis of the Tricyclic Marine Alkaloids (‐)‐Lepadiformine, (+)‐Cylindricine C, and (‐)‐Fasicularin via a Common Intermediate Formed by Formic Acid‐Induced Intramolecular Conjugate Azaspirocyclization.
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Tricyclic Marine Alkaloids: Synthetic Approaches to Cylindricines, Lepadiformine, and Fasicularin
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First Total Synthesis of the Marine Alkaloids (±)-Fasicularin and (±)-Lepadiformine Based on Stereocontrolled Intramolecular Acylnitroso-Diels−Alder Reaction
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