Diazonamide Synthesis Studies: Use of Negishi Coupling to Fashion Diazonamide-Related Biaryls with Defined Axial Chirality

The syntheses of a bis indole and an indole salicylate with the required axial chirality for diazonamide A are reported. Atropselectivity in these biaryl systems is enforced by an sp3 stereogenic center in a lactone tether in both cases.

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Bibliographic Details
Published in:	Organic letters Vol. 4; no. 20; pp. 3525 - 3528
Main Authors:	Feldman, Ken S, Eastman, Kyle J, Lessene, Guillaume
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 03-10-2002
Subjects:	Catalysis Heterocyclic Compounds, 4 or More Rings - chemical synthesis Heterocyclic Compounds, 4 or More Rings - chemistry Molecular Structure Oxazoles - chemical synthesis Oxazoles - chemistry Stereoisomerism
Online Access:	Get full text
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Description
Summary:	The syntheses of a bis indole and an indole salicylate with the required axial chirality for diazonamide A are reported. Atropselectivity in these biaryl systems is enforced by an sp3 stereogenic center in a lactone tether in both cases.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol026694t