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Volumn 13, Issue 21, 2002, Pages 2359-2363

A facile and efficient method for the kinetic separation of commercially available cis- and trans-limonene epoxide

Author keywords

[No Author keywords available]

Indexed keywords

1,2 LIMONENE DIOL; EPOXIDE; LIMONENE; LIMONENE OXIDE; PIPERIDINE; PYRAZOLE; PYRROLIDINE DERIVATIVE; TRIAZOLE; UNCLASSIFIED DRUG;

EID: 0037206790     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(02)00646-8     Document Type: Article
Times cited : (72)

References (25)
  • 6
    • 0011324088 scopus 로고    scopus 로고
    • note
    • Currently, (R)-(+)-limonene sells for $0.77-$1.10/Kg in drum quantities.
  • 7
    • 0011288834 scopus 로고    scopus 로고
    • note
    • Fluka sells pure trans-limonene oxide and cis-limonene oxide, 5 g for $213 each.
  • 11
    • 0011376966 scopus 로고    scopus 로고
    • The cis and trans designation refers to the relative orientation between the 1-methyl and 4-isopropenyl groups of limonene oxide.
    • The cis and trans designation refers to the relative orientation between the 1-methyl and 4-isopropenyl groups of limonene oxide.
  • 14
    • 0011374894 scopus 로고    scopus 로고
    • Reynolds Tobacco Co., 1969, French Patent No. 2002595, 19691031
    • Leffingwell, J. C.; Shackelford, R. E.; R. J. Reynolds Tobacco Co., 1969, French Patent No. 2002595, 19691031.
    • Leffingwell, J.C.1    Shackelford, R.E.R.2
  • 21
    • 0000622597 scopus 로고    scopus 로고
    • Similar lack of reactivity of cis-(R)-(+)-limonene oxide with nucleophilic reagents has been reported for dimethylsulfonium methylide: Alcaraz, L.; Cridland, A.; Kinchin, E. Org. Lett. 2001, 3, 4051. Structure 3 in this reference is cis-(R)-(+)-limonene oxide as defined by CAS nomenclature.
    • (2001) Org. Lett. , vol.3 , pp. 4051
    • Alcaraz, L.1    Cridland, A.2    Kinchin, E.3
  • 22
    • 0011341972 scopus 로고    scopus 로고
    • note
    • The reaction of pure cis-(R)-limonene oxide with pyrrolidine in the presence of water affords a mixture of two diastereomeric amino alcohols, the major product being (1S,2S,5R)-2-methyl-5-(1-methylethenyl)-2-(1-pyrrolidinyl)cyclohexanol.
  • 24
    • 0011332378 scopus 로고    scopus 로고
    • Two diastereomeric diols and two diastereomeric amino alcohols are formed. The major diol product arises from reaction of the cis-limonene oxide, and the major amino alcohol product arises from reaction of the trans-limonene oxide.
    • Two diastereomeric diols and two diastereomeric amino alcohols are formed. The major diol product arises from reaction of the cis-limonene oxide, and the major amino alcohol product arises from reaction of the trans-limonene oxide.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.