Total synthesis of (-)· and (+)-balanol

Journal of Organic Chemistry

Volumn 61, Issue 14, 1996, Pages 4572-4581

  Lampe, John W ^a   Hughes, Philip F ^a   Biggers, Christopher K ^a   Smith, Shelley H ^a   Hu, Hong ^a  

^a ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BALANOL; ISOENZYME; PROTEIN KINASE C; PROTEIN KINASE C INHIBITOR;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; ENZYME INHIBITION; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029989687     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo952280k     Document Type: Article

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46. Although product often formed without 2-propanol addition, progress of the reaction was highly variable from run to run and possibly depended on adventitious introduction of moisture. We believe the 2-propanol served to partially desilylate the initially formed and unreactive persilylated compound.
47. The spectral data are consistent with structure: (Equation Presented) though a dimeric or oligomeric structure might be more accurate.
48. This material was prepared in a fashion identical to that used in reference 13 to prepare a closely related compound.
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