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Volumn 52, Issue 2, 2011, Pages 325-328

Selective conversion of an enantioenriched cyclononadienone to the xeniolide, xenibellol, and florlide cores: An integrated routing strategy

Author keywords

Biosynthesis; Diterpene; Integrated routing; Synthesis; Transannular

Indexed keywords

ALKADIENE; CYCLONONADIENONE; DITERPENE; FLORLIDE; UNCLASSIFIED DRUG; XENIBELLOL; XENIOLIDE;

EID: 78650014367     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.11.050     Document Type: Article
Times cited : (13)

References (73)
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    • Although the absolute and relative stereochemistries of many xenicane compounds are unknown, for some isolates the configuration appears to vary with the producing organism (e.g., soft corals, sea fans, or brown algae)
    • Although the absolute and relative stereochemistries of many xenicane compounds are unknown, for some isolates the configuration appears to vary with the producing organism (e.g., soft corals, sea fans, or brown algae).
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    • Computational analyses used (DFT-B3LYP 6-31G(d, p)), including diffuse functions and charges where appropriate
    • Computational analyses used (DFT-B3LYP 6-31G(d, p)), including diffuse functions and charges where appropriate.
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    • Density functional (DFT) calculations used the exchange potentials of: A.D. Becke J. Chem. Phys. 98 1993 5648 5652 the correlation functional of: Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785-789.
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    • The racemization kinetics of 11 could not be studied directly by chiral HPLC due to lack of an appropriate separation method for this nonpolar hydrocarbon
    • The racemization kinetics of 11 could not be studied directly by chiral HPLC due to lack of an appropriate separation method for this nonpolar hydrocarbon.
  • 57
    • 78650032113 scopus 로고    scopus 로고
    • Intermediates 11 and 2 are prone to decomposition in air and in solution
    • Intermediates 11 and 2 are prone to decomposition in air and in solution.
  • 58
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    • For selected reviews on Ti(III) mediated radical epoxide opening, see: T.V. Rajanbabu, and W.A. Nugent J. Am. Chem. Soc. 116 1994 986 997
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    • Diversity-oriented synthesis, see: S.L. Schreiber Nature 457 2009 153 154
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.