52153-58-9

Upstream product

• 64-17-5 ethanol 
• 10395-49-0 (1S,4R,6R)-4-Methoxy-4,7,7-trimethyl-bicyclo[4.1.0]heptan-3-one 
• 13466-78-9 3-carene 
• 10395-49-0 (1S,4S,6R)-4-Methoxy-4,7,7-trimethyl-bicyclo[4.1.0]heptan-3-one 
• 4017-88-3 cis-carane-4-ol 
• 4017-88-3 (+/-)-cis-caran-trans-4-ol 
• 936-91-4 α-3,4-Epoxycarane 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 4176-01-6 cis-carane-4-one 

Downstream Products

• 4176-01-6 trans-4-caranone 
• 30220-46-3 ingenol 
• 54706-99-9 (1aR,2S,5R,5aS,6S,8aS,9R,10aR)-5,5a,6-trihydroxy-1,1,4,7,9-pentamethyl-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-11-one 

Relevant academic research and scientific papers

Synthesis of Some Conjugated Caradienes from 3-Carene by the Wittig Reaction and Their Reactivity in the Diels-Alder Reaction

The applicability of the Wittig reaction for the preparation of conjugated cis-caradienes was studied by the preparation of 4-methyl-3(10)-carene (27).The method was applied for the study of the synthesis of 3-vinyl-3-apocarene (6), 4-methylene-3(10)-carene (7), 4-methyl-2-methylene-3(10)-carene (8), 4-isopropenyl-3-carene (9) and 4-isopropenyl-3-caren-2a-ol (11) starting from 3-carene (20).The reactivity of conjugated cis-caradienes 6,7 and 9 in the Diels-Alder reaction has also been studied.

Transformations of 3-carene oxide at rhenium-containing catalysts

The transformations of 3-carene oxide at rhenium-containing catalysts were studied.The introduction of rhenium into the catalytic system significantly increases the reaction rate and leads to the formation of compounds not previously encountered in the products from the isomerization of 3-carene oxide, i.e., 3-carene, 3(10),4-caradiene, 3,3,6-trimethylcycloheptanone, and 3-caren-10-ol.

LIGHT-MEDIATED TRANSFORMATIONS OF OLEFINS INTO ALCOHOLS: REACTIONS OF HYDROXYL RADICALS WITH CYCLOALKENES

Reactions of hydroxyl radicals, generated by photodecomposition of hydrogen peroxide in acetonitrile, with a wide variety of cycloalkenes have been examined.The results show that the major reaction is the addition of hydroxyl radicals to the less substituted end of the double bond, furnishing the secondary alcohols.The reactivity pattern and the observed regio- and stereoselectivity clearly reveal that the steric parameters associated with the substrates play a dominant role in directing the addition reactions.More importantly, this study led to the development of a new methodology for the facile conversions of olefins essentially into secondary alcohols, and includes a few examples which demonstrate the potential of the method.

STEREOCHEMICAL CONTROL ON THE PHOTOCHEMISTRY OF α-METHOXY-β,γ-CYCLOPROPYL CYCLIC KETONES : REACTIONS OF EPIMERIC 3-METHOXY-4-CARANONES

The two distinct photoreactions exhibited by epimeric ketones have been correlated with their stereochemistry.