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A unified stereodivergent strategy for prostaglandin and isoprostanoid synthesis.

Authors :
Valli M
Chiesa F
Gandini A
Porta A
Vidari G
Zanoni G
Source :
The Journal of organic chemistry [J Org Chem] 2014 Mar 21; Vol. 79 (6), pp. 2632-9. Date of Electronic Publication: 2014 Feb 27.
Publication Year :
2014

Abstract

Acetoxyfulvene surrended to asymmetric Diels-Alder cycloaddition, paving the way to the development of a unified strategy for the stereodivergent synthesis of both prostaglandins and isoprostanoids. In fact, the cycloadduct was subsequently converted to a common intermediate, which through two different stereoselective pathways afforded the two lactones 1 and 2, which are key building blocks in the synthesis of prostaglandins and isoprostanoids, respectively.

Details

Language :
English
ISSN :
1520-6904
Volume :
79
Issue :
6
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
24552168
Full Text :
https://doi.org/10.1021/jo500093k