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Volumn 63, Issue 36, 2007, Pages 8810-8814

Radical mediated stereoselective synthesis of meso-7,11-dimethylheptadecane, a female sex pheromone component of the spring hemlock looper and the pitch pine looper

Author keywords

1,3 Asymmetric induction; meso 7,11 Dimethylheptadecane; Pheromone; Radical reaction

Indexed keywords

2,6 DIHEXYLHEPTANE 1,4,7 TRIOL; 4 BENZYLOXY 2,6 DIHEXYLHEPTANE 1,7 DIOL; 4 BENZYLOXY 2,6 DIMETHYLENEHEPTANEDIOIC ACID; ACRYLIC ACID; DIETHYL 4 BENZYLOXY 2,6 DIHEXYLHEPTANEDIOIC ACID; DIETHYL 4 BENZYLOXY 2,6 DIMETHYLENEHEPTANEDIOATE; DIETHYL 4 HYDROXY 2,6 DIMETHYLENEHEPTANEDIOIC ACID; ETHYL 2 (2 FORMYLMETHYL)PROPENOIC ACID; ETHYL 2 (2 HYDROXYETHYL)PROPENOIC ACID; HEPTANE DERIVATIVE; IODINE DERIVATIVE; MESO 7,11 DIMETHYLHEPTADECANE; PENTYL IODIDE; PHEROMONE; PIMELIC ACID; SULFONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

EID: 34447650102     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.06.027     Document Type: Article
Times cited : (5)

References (25)
  • 3
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    • ApSimon J. (Ed), John Wiley, New York, NY
    • Mori K. In: ApSimon J. (Ed). The Total Synthesis of Natural Products Vol. 9 (1992), John Wiley, New York, NY 1-534
    • (1992) The Total Synthesis of Natural Products , vol.9 , pp. 1-534
    • Mori, K.1
  • 12
    • 34447618529 scopus 로고    scopus 로고
    • For the isolation of the pheromone, see:
  • 17
    • 34447621160 scopus 로고    scopus 로고
    • For the synthesis of the pheromone, see:
  • 21
    • 1642306315 scopus 로고    scopus 로고
    • Recently we reported the chelation-controlled highly syn-selective catalytic hydrogenation of γ-hydroxy-α-methylenecarboxylic acid esters. We attempted the catalytic hydrogenation of 12 under the reaction conditions yielding diethyl 4-hydroxy-2,6-dimethylheptanedioate, an alternative intermediate for the synthesis of the pheromone 5, but the diastereoselectivity of the reaction was not satisfactory.
    • Recently we reported the chelation-controlled highly syn-selective catalytic hydrogenation of γ-hydroxy-α-methylenecarboxylic acid esters. We attempted the catalytic hydrogenation of 12 under the reaction conditions yielding diethyl 4-hydroxy-2,6-dimethylheptanedioate, an alternative intermediate for the synthesis of the pheromone 5, but the diastereoselectivity of the reaction was not satisfactory. Nagano H., Yokota M., and Iwazaki Y. Tetrahedron Lett. 45 (2004) 3035
    • (2004) Tetrahedron Lett. , vol.45 , pp. 3035
    • Nagano, H.1    Yokota, M.2    Iwazaki, Y.3
  • 22
    • 0000991630 scopus 로고
    • For the stereoselective synthesis of syn-4,8-dimethyldecanal, see:
    • For the stereoselective synthesis of syn-4,8-dimethyldecanal, see:. Schreiber S.L., and Hulin B. Tetrahedron Lett. 27 (1986) 4561
    • (1986) Tetrahedron Lett. , vol.27 , pp. 4561
    • Schreiber, S.L.1    Hulin, B.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.