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A Domino Diels-Alder Approach toward the Tetracyclic Nicandrenone Framework.

Authors :
Mackay EG
Nörret M
Wong LS
Louis I
Lawrence AL
Willis AC
Sherburn MS
Source :
Organic letters [Org Lett] 2015 Nov 20; Vol. 17 (22), pp. 5517-9. Date of Electronic Publication: 2015 Nov 02.
Publication Year :
2015

Abstract

The tetracarbocyclic framework of the nicandrenone natural products is formed in one step from a linear precursor via a domino intramolecular Diels-Alder/intramolecular furan Diels-Alder/aromatization sequence. The approach represents a new 0 → ABCD strategy for the preparation of aromatic steroids.

Details

Language :
English
ISSN :
1523-7052
Volume :
17
Issue :
22
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
26523759
Full Text :
https://doi.org/10.1021/acs.orglett.5b02412