Studies on the Enantioselective Synthesis of Carbazolones as Intermediates in Aspidosperma and Kopsia Alkaloid Synthesis-Reference-Cited by-同舟云学术

Studies on the Enantioselective Synthesis of Carbazolones as Intermediates in Aspidosperma and Kopsia Alkaloid Synthesis

Published:2013 Issue:8 Volume:66 Page:882
ISSN:0004-9425
Container-title:Australian Journal of Chemistry
language:en
Short-container-title:Aust. J. Chem.

Author:

Gartshore Christopher J.,Lupton David W.

Abstract

Two strategies for the assembly of homochiral carbazolones have been investigated. The first exploited desymmetrisation of 1,3-cyclohexadione derivatives however this failed to deliver satisfactory outcomes. An orthogonal route exploiting palladium catalysed decarboxylative allylation of racemic carbazolone β-ketoesters has been developed. Herein we report full details on the development of this reaction and clarify apparent discrepancies between our preliminary reports and those of Shao.

Publisher

CSIRO Publishing

Subject

General Chemistry

Link

https://www.publish.csiro.au/CH/pdf/CH13287

Reference22 articles.

1. Occurrence, Biogenesis, and Synthesis of Biologically Active Carbazole Alkaloids

2. A new strategy for the enantioselective synthesis of aspidosperma alkaloids: I - Construction of the [ABC]-type tricyclic intermediates.

3. Enantioselective Palladium-Catalyzed Decarboxylative Allylation of Carbazolones and Indolones: Formal Synthesis of (+)-Kopsihainanine A

4. Organocatalytic Sequential One-Pot Double Cascade Asymmetric Synthesis of Wieland−Miescher Ketone Analogues from a Knoevenagel/Hydrogenation/Robinson Annulation Sequence: Scope and Applications of Organocatalytic Biomimetic Reductions

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