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Volumn 132, Issue 20, 2010, Pages 7210-7215

On the origin of siphonariid polypropionates: Total synthesis of baconipyrone A, Baconipyrone C, and siphonarin B via their putative common precursor

Author keywords

[No Author keywords available]

Indexed keywords

BIOMIMETIC SYNTHESIS; BIOSYNTHETIC PRECURSORS; CASCADE PROCESS; CLAISEN REARRANGEMENT; COMPLEX MIXTURE; CONTROL EXPERIMENTS; ENANTIOSELECTIVE; ENANTIOSELECTIVE TOTAL SYNTHESIS; HEMIACETALS; KETONIZATION; NON-ENZYMATIC; TOTAL SYNTHESIS;

EID: 77952563153     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja102356j     Document Type: Article
Times cited : (29)

References (45)
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    • Isolation and structure
    • Isolation and structure
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    • For other reports of isolation, see refs 4, 5, and 10c
    • For other reports of isolation, see refs 4, 5, and 10c.
  • 8
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    • Isolation and structure
    • Isolation and structure
  • 10
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    • Total syntheses of 4b
    • Total syntheses of 4b
  • 14
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    • The baconipyrones were isolated from S. baconi (ref 5), a designation that is synonymous with S. zelandica
    • The baconipyrones were isolated from S. baconi (ref 5), a designation that is synonymous with S. zelandica
  • 15
    • 0021061344 scopus 로고
    • For reports of isolation of these polypropionates from other siphonariid species, see ref 2 and:, Zhongshan Daxue Xuebao, Ziran Kexueban 1995, 34, 129 - 132
    • Jenkins, B. W. J. Malac. Soc. Aust. 1983, 6, 1-35 For reports of isolation of these polypropionates from other siphonariid species, see ref 2 and: Fu, X., Zeng, L., and Su, J. Zhongshan Daxue Xuebao, Ziran Kexueban 1995, 34, 129 - 132
    • (1983) J. Malac. Soc. Aust. , vol.6 , pp. 1-35
    • Jenkins, B.W.1    Fu, X.2    Zeng, L.3    Su, J.4
  • 16
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    • Chem. Abstr. 1996, 124, 51067.
    • (1996) Chem. Abstr. , vol.124 , pp. 51067
  • 29
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    • The details of the development, scope, and limitations of this protocol will be reported separately
    • The details of the development, scope, and limitations of this protocol will be reported separately.
  • 32
    • 77952578191 scopus 로고    scopus 로고
    • See the Supporting Information for details
    • See the Supporting Information for details.
  • 40
    • 0007831135 scopus 로고
    • The regioisomeric purity of products from a chemoselective reaction increases with conversion if the groups can react sequentially. For a discussion and analysis of this phenomenon, see
    • The regioisomeric purity of products from a chemoselective reaction increases with conversion if the groups can react sequentially. For a discussion and analysis of this phenomenon, see: Ward, D. E., Liu, Y., and Rhee, C. K. Can. J. Chem. 1994, 72, 1429-1446
    • (1994) Can. J. Chem. , vol.72 , pp. 1429-1446
    • Ward, D.E.1    Liu, Y.2    Rhee, C.K.3
  • 41
    • 77952571213 scopus 로고    scopus 로고
    • This spectrum is included in the Supporting Information of ref 3
    • This spectrum is included in the Supporting Information of ref 3.
  • 42
    • 77952579520 scopus 로고    scopus 로고
    • Ph.D. Thesis, University of Cambridge, Cambridge, U.K
    • Chen, D. Y.-K. Ph.D. Thesis, University of Cambridge, Cambridge, U.K., 2002.
    • (2002)
    • Chen, D.Y.-K.1
  • 44
    • 0000609047 scopus 로고
    • For a related hemiacetal that is kinetically stable (i.e., isolable) but thermodynamically unstable relative to other diastereomers, see compound 11 in
    • For a related hemiacetal that is kinetically stable (i.e., isolable) but thermodynamically unstable relative to other diastereomers, see compound 11 in: Paterson, I. and Perkins, M. V. J. Am. Chem. Soc. 1993, 115, 1608-1610
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 1608-1610
    • Paterson, I.1    Perkins, M.V.2
  • 45
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    • For an exception, see ref 10e
    • For an exception, see ref 10e.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.