ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
(-)-cis-Pulegol (1) and (+)-pulegone (2) readily add one mole of oxygen on dyesensitized photo-oxygenation in solution, forming almost exclusively allyl hydroperoxides.The product distributions and structures of the peroxides (B-E) have been derived from analysis of their reduction products. Compound 1 yielded only the diols 4, 5 and 6, besides the epoxyketones 7 and 8 formed directly from the hydroperoxide C (proportions of 4-8, ∼21:56:13:4:6), while 2 gave the keto-alcohols 9,10 and 11 (∼80:6:14) as the sole products.The course of addition of O2(1Δg) on 1 and 2 was found in all cases to be independent of solvent and photosensitizer.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19710540714
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