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Volumn 11, Issue 14, 2009, Pages 3128-3131

Synthesis of the tetracyclic core of the neomangicols using a late-stage indene alkylation

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL FACTOR; INDENE; INDENE DERIVATIVE; NEOMANGICOL C; SESQUITERPENE;

EID: 67650323884     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9010008     Document Type: Article
Times cited : (29)

References (24)
  • 7
    • 0000688199 scopus 로고
    • Rearrangements
    • For a review, see:, Trost, B. M, Fleming, I, Eds, Pergamon: Oxford
    • For a review, see: Hanson, J. R. Wagner-Meerwein Rearrangements. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 3, pp 705-719.
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 705-719
    • Hanson, J.1    Wagner-Meerwein, R.2
  • 9
    • 67650332348 scopus 로고    scopus 로고
    • Margaretha, P.; Polansky, O. E. Tetrahedron Lett. 1969, 57, 49834986.
    • Margaretha, P.; Polansky, O. E. Tetrahedron Lett. 1969, 57, 49834986.
  • 11
    • 84869361607 scopus 로고    scopus 로고
    • 3 did effect cyclization, but also led to the cleavage of the methyl ether to yield ii. Equation Presented
    • 3 did effect cyclization, but also led to the cleavage of the methyl ether to yield ii. Equation Presented
  • 12
    • 84869361613 scopus 로고    scopus 로고
    • 3BH with equal but opposite diastereocontrol.
    • 3BH with equal but opposite diastereocontrol.
  • 16
    • 84869361608 scopus 로고    scopus 로고
    • Initial attempts to prepare adducts related to 14 using a Grignard reagent generated from 12 and addition to β-ketoester 13 gave low returns of the desired product.
    • Initial attempts to prepare adducts related to 14 using a Grignard reagent generated from 12 and addition to β-ketoester 13 gave low returns of the desired product.
  • 20
    • 33748615119 scopus 로고    scopus 로고
    • For enantioenriched indenide anions, see: (d) Hoppe, I.; Marsch, M.; Harms, K.; Buchi, G.; Hoppe, D. Angew. Chem., Int. Ed. 1995, 34, 21582160.
    • For enantioenriched indenide anions, see: (d) Hoppe, I.; Marsch, M.; Harms, K.; Buchi, G.; Hoppe, D. Angew. Chem., Int. Ed. 1995, 34, 21582160.
  • 21
    • 0001092014 scopus 로고    scopus 로고
    • Ghera, E.; Sprinzak, Y. J. Am. Chem. Soc. 1960, 82, 49454952.
    • (a) Ghera, E.; Sprinzak, Y. J. Am. Chem. Soc. 1960, 82, 49454952.
  • 22
    • 0001039325 scopus 로고    scopus 로고
    • Avramoff, M.; Sprinzak, Y. J. Am. Chem. Soc. 1960, 82, 49534955.
    • (b) Avramoff, M.; Sprinzak, Y. J. Am. Chem. Soc. 1960, 82, 49534955.
  • 23
    • 84869360378 scopus 로고    scopus 로고
    • 18 resulted in the recovery of iii or the corresponding indene double-bond isomer. Equation Presented
    • 18 resulted in the recovery of iii or the corresponding indene double-bond isomer. Equation Presented


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.