ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Acid-mediated cyclisation of trienone 8, readily available from 2,3-dimethylbutanal (1; five steps: 47% yield), using fluorosulfonic acid (6.8 mol-equiv.) in 2-nitropropane at -70°, afforded a 14:9:1 mixture (70% yield) of (±)-cis-α-irone (9), (±)-trans-α-irone (10), and (±)-β-irone (11). Other acidic conditions examined, using 95% aq. H2SO4 solution, 85% aq. H3PO4 solution, or SnCl4, gave inferior results.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19920750312
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