3- Carene ozonolysis

Sabinene and carene are isomeric natural products with the molecular formula CjoHig (a) Ozonolysis of sabinene followed by hydrolysis in the presence of zinc gives compound A What IS the structure of sabinene" What other compound is formed on ozonolysis" (b) Ozonoly SIS of A carene followed by hydrolysis in the presence of zinc gives compound B What is the structure of A carene" ... 

Many of the naturally occurring ochtodanes have a double bond in the ring, and the most direct way to 5,5-dimethyl-2-cyclohexenone (728) is from the enol ether of dimedone by lithium aluminum hydride reduction. " The cyclohexenone can then be used directly to introduce a C2 unit it was also reduced catalytically to the previously mentioned 3,3-dimethylcyclohexanone. Treatment of the ozonolysis product from 3-carene (277) with sodium ethoxide also led to a ketone, 729, that might be a useful starting material. ... 

Chamber (Caltech Indoor Chamber Facility) experiments have also been carried out by Lee et al. to monitor the time evolution and yields of gas-phase VOCs produced by the ozonolysis of ten different terpenes [197] six monoterpenes (a-pinene, (3-pinene, 3-carene, terpinolene, a-terpinene and myrcene), two sesquiterpenes (a-humulene and p-caryophyllene) and two oxygenated terpenes (methyl chavicol and linalool). Several gas-phase oxidation products were identified including formaldehyde, acetaldehyde, formic acid, acetone, acetic acid, nopinone and pinonaldehyde. 

Polycarbonyl compounds and aldehyde-acids are the ozonolysis products of (+)-4a-[l-(triethylsiloxy)-ethenyl]-2-carene [77]. 

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