Ozone with linalool

Rapid reactions of linalool with OH radicals, NO3 radicals, and ozone in which the major products were acetone and 5-ethenyldihydro-5-methyl-2(3//)-furanone (Shu et al. 1997). 

The reagent was used to obtain (R)-( + )-frontalin (5) from the aldehyde 2, available in two steps from (3R)-( —)-linalool. The adduct 3 from reaction of 2 with 1 was converted to the diol 4 by ozonation and reduction. Treatment of 4 with BF, etherate effects conversion to the methyl ketone and then cycli/ation to 5. 

Floral volatiles could play many roles instead of or in addition to pollinator attraction. For example, many terpenes, including P-myrcene, ( )-P-ocimene, linalool, and ( )-P-caryophyllene, react readily with ozone and other reactive oxygen species (27). Thus, floral volatiles could function to protect the reproductive organs from oxidative damage. A variety of monoterpenes and sesquiterpenes is reported to have antimicrobial activity (28). Hence, floral terpenes could help defend floral organs, like the moist stigma, from bacterial or fungal infection. 

In addition to aromatic phenolic compounds and sesquiterpenes, the common monoterpenes linalool, p-myrcene and p-ocimene in flower scent have high signaling value for pollinators. Recently it has been calculated that as the result of their reactivity with ozone, these monoterpenes have had their signaling distance to bees... 

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