Organic Letters, volume 14, issue 11, pages 2862-2865

Total Syntheses of Graphisin A and Sydowinin B

Publication type: Journal Article
Publication date: 2012-05-23
Journal: Organic Letters
scimago Q1
SJR: 1.245
CiteScore: 9.3
Impact factor: 4.9
ISSN: 15237060, 15237052
DOI:  10.1021/ol301107m
PubMed ID:  22621405
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Efficient syntheses of the highly substituted benzophenone graphisin A and the xanthone sydowinin B are described. Key steps involve aryl anion addition to substituted benzaldehyde derivatives, subsequent methyl ester installation, and dehydrative cyclization. Oxidation of graphisin A led to a spirodienone derived from a highly substituted benzoquinone intermediate.
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