A new synthetic route for construction of the core of Zaragozic acids

Tetrahedron Letters

Volumn 40, Issue 14, 1999, Pages 2777-2780

  Koshimizu, Haruta ^a   Baba, Tomo ^a   Yoshimitsu, Takehiko ^a   Nagaoka, Hiroto ^a  

^a MEIJI PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Diels Alder reactions; Fragmentation reactions; Furans; Zaragozic acids

Indexed keywords

FURAN DERIVATIVE; HEPTANE; PROTEIN FARNESYLTRANSFERASE; SQUALENE SYNTHASE; SQUALESTATIN; ZARAGOZIC ACID A;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; COVALENT BOND; HYDROPHILICITY; REACTION ANALYSIS; REDUCTION; STEREOCHEMISTRY; SYNTHESIS;

BETULACEAE;

EID: 0033515786     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00256-7     Document Type: Article

References (16)

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12. Numbering of compounds is in accordance with that for zaragozic acids.
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14. Hydrolysis of symmetrical esters 5 by pig liver esterase (PLE) gave half-ester 19 in 76% yield (70% ee). The absolute configuration of 19 was estimated based on the similar enzymic hydrolysis reported by Ohno [12]. (formula presented)
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16. Use of NaH and KH for this fragmentation reaction gave unsatisfactory results.