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Volumn 130, Issue 11, 2008, Pages 3633-3644

Total synthesis of the originally proposed and revised structures of palmerolide A and isomers thereof

Author keywords

[No Author keywords available]

Indexed keywords

HORNER-WADSWORTH-EMMONS OLEFINATION; MARINE NATURAL PRODUCT; MELANOMA CANCER CELL; RING-CLOSING METATHESIS REACTION;

EID: 41449103344     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja710485n     Document Type: Article
Times cited : (119)

References (40)
  • 4
    • 34347355537 scopus 로고    scopus 로고
    • For another synthetic study towards palmerolide A, see b
    • For another synthetic study towards palmerolide A, see (b) Kaliappan, P. K.; Gowrisankar, P. Synlett 2007, 10, 1537-1540.
    • (2007) Synlett , vol.10 , pp. 1537-1540
    • Kaliappan, P.K.1    Gowrisankar, P.2
  • 20
    • 0037032215 scopus 로고    scopus 로고
    • Preparation of ent-26 using an identical procedure has been previously reported: Myers, A.; Lanman, B. A. J. Am. Chem. Soc. 2002, 124, 12969-12971.
    • (b) Preparation of ent-26 using an identical procedure has been previously reported: Myers, A.; Lanman, B. A. J. Am. Chem. Soc. 2002, 124, 12969-12971.
  • 23
  • 32
    • 35148873096 scopus 로고    scopus 로고
    • 7 was also subsequently determined by degradation of natural palmerolide A and comparison of the optical rotation of a fragment with a synthetic sample, see, Lebar, M. D.; Baker, B. J. Tetrahedron Lett. 2007, 48, 8009-8010.
    • 7 was also subsequently determined by degradation of natural palmerolide A and comparison of the optical rotation of a fragment with a synthetic sample, see, Lebar, M. D.; Baker, B. J. Tetrahedron Lett. 2007, 48, 8009-8010.
  • 33
    • 41449116714 scopus 로고    scopus 로고
    • Synthetic palmerolide A [ent-(19-epi-20-epi-1, α]D25, 95 (MeOH, c, 0.12, natural palmerolide A: [α]D25, 99 (MeOH, c, 0.24, This value is significantly higher than that reported in the original isolation paper: [α]D24, 1.6 (MeOH, c, 0.5, see ref 1. We thank Professor Bill J. Baker (University of South Florida, Tampa) for kindly providing us with a sample of authentic palmerolide A
    • 24 = -1.6 (MeOH, c = 0.5); see ref 1. We thank Professor Bill J. Baker (University of South Florida, Tampa) for kindly providing us with a sample of authentic palmerolide A.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.