Process for the catalytic oxidation of isoprenoids having allyli

Details Process for the catalytic oxidation of isoprenoids having allyli Process for the catalytic oxidation of isoprenoids having allyli

1990-08-31

1991-07-09

Lee, Mary C.

Organic compounds -- part of the class 532-570 series

Organic compounds

Cyclopentanohydrophenanthrene ring system containing

560113, 560249, 568344, 568346, 568347, 568356, 568357, 568374, 568570, 568571, 568857, 585432, C07C40700, C07J 900

Patent

active

050307398

ABSTRACT:
The invention is directed to a process for the catalytic oxidation of an isoprenoid containing at least one allylic hydrogen atom, which process comprises reacting the isoprenoid with oxygen or an oxygen-containing gas in an inert solvent in the presence of a N-hydroxydicarboxylic acid imide of the formula ##STR1## wherein A-B stands for CH.sub.2 -CH.sub.2, CH.dbd.CH, an aromatic hydrocarbon residue or a group derived from one of these groups in which one or more hydrogen atoms is/are replaced by alkyl or halogen,
to produce a primary of secondary hydroperoxide.
The process of the invention is suitable for the manufacture of steroids, vitamins, odorant substances, carotinoids and the like.

REFERENCES:
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patent: 4209450 (1980-06-01), Jaedicke et al. I
patent: 4393243 (1983-07-01), Lohri I
Muller, R. et al., Helv. Chim. Acta 61:28881-87 (1978).
Becher E. et al., Helv. Chim. Acta 64:2419-35 (1981).
Chemical Abstracts 84:164279h (1976) Yoshimura et al.
Masui, M. et al., IJ. Chem. Soc. Chem. Commun. 479-480 (Feb. 1983).
Masui, M. et al., II Chem. Pharm. Bull. Commun 31:4209-11 (1983).
Sharma, C. S. et al., Synthesis, vol. 1974, 45-46 (Jan. 1974).
Sethi, S. et al., J Heterocycles 18:221-28 (1982).

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