5957-56-2Relevant articles and documents
DIASTEREOSELECTIVE SYNTHESIS OF β- AND γ2-MUUROLENE: A CARBOCATIONIC PATHWAY FROM MONO- TO SESQUITERPENES
Azizur-Rahman,Klein, Herbert,Dressel, Juergen,Mayr, Herbert
, p. 6041 - 6046 (2007/10/02)
The Lewis acid catalysed addition of the piperityl chlorides 6 to isoprene yields adduct 7, which undergoes a cis-stereoselective cyclisation to give the diastereoisomeric muurolene monohydrochlorides 8.Treatment with potassium tert-butoxide affords β- an
A New Synthesis of (+/-)-γ2-Cadinene
Vig, O. P.,Sharma, M. L.,Taneja, K. C.,Verma, N. K.
, p. 972 - 973 (2007/10/02)
8-Isopropyl-5-methylene-2-oxo-decalin (II) on nucleophilic epoxidation with dimethyloxosulphonium methylide under nitrogen atmosphere gives the epoxide (III) which undergoes stereoselective cleavage with lithium diisopropylamide to furnish the allylic alcohol, 2-hydroxymethyl-8-isopropyl-5-methyl-Δ2-decalene (IV).Conversion of IV into the corresponding mesylate (V) using mesyl chloride/TEA in dry dichloromethane and subsequent reduction of V with LAH yields (+/-)-γ2-cadinene (I).