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Synthesis of 7a-substituted Hajos-Wiechert ketone analogues.

Authors :
Kennedy JW
Vietrich S
Weinmann H
Brittain DE
Source :
The Journal of organic chemistry [J Org Chem] 2008 Jul 04; Vol. 73 (13), pp. 5151-4. Date of Electronic Publication: 2008 Jun 10.
Publication Year :
2008

Abstract

A general and efficient route to 2-substituted 1,3-cyclopentadiones 3 has been developed. This operationally simple, two-step procedure is amenable to multigram scale preparations of these useful synthetic intermediates. These compounds are then transformed to previously unknown, higher analogues of the Hajos-Parrish-Eder-Sauer-Wiechert ketone (enone 1, R = Me) following an enantioselective Robinson annulation.

Details

Language :
English
ISSN :
1520-6904
Volume :
73
Issue :
13
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
18540678
Full Text :
https://doi.org/10.1021/jo800638s