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Volumn 68, Issue 4, 2003, Pages 1242-1251

Synthesis of C-17-functionalized spongiane diterpenes: Diastereoselective synthesis of (-)-spongian-16-oxo-17-al, (-)-acetyldendrillol-1, and (-)-aplyroseol-14

Author keywords

[No Author keywords available]

Indexed keywords

DISTEREOSELECTIVE SYNTHESIS;

EID: 0037458864     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo026536f     Document Type: Article
Times cited : (31)

References (70)
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    • 2 = β-OH) also produces the opening of the hemiacetal system, inversion of configuration at C-15, and acylation in high yield; see: Hambley, T. W.; Taylor, W. C.; Toth, S. Aust. J. Chem. 1997, 50, 391.
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    • 2 = β-OH) also produces the opening of the hemiacetal system, inversion of configuration at C-15, and acylation in high yield; see: Hambley, T. W.; Taylor, W. C.; Toth, S. Aust. J. Chem. 1997, 50, 391.
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    • note
    • These experiments pointed out a higher stability of δ-lactone 27 versus γ-lactone 26. However, a series of calculations at different levels have shown similar energies for both lactones without having found any conformation for δ-lactone 27 clearly more stable than any of the conformations for γ-lactone 26.
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    • note
    • -1 in synthetic 16. This discrepancy may be due to a typographical error.
  • 64
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    • note
    • 4/MeOH at 0 °C over 1 h.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.