Tandem RCM of Dienynes for the Construction of Taxol-Type Carbocyclic Systems

Organic Letters

Volumn 6, Issue 2, 2004, Pages 193-196

  Garcia Fandiño, Rebeca ^a   Codesido, Eva M ^a   Sobarzo Sánchez, Eduardo ^a   Castedo, Luis ^a   Granja, Juan R ^a  

^a UNIVERSITY OF SANTIAGO DE COMPOSTELA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; PACLITAXEL DERIVATIVE; STEROID; TAXANE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; METHODOLOGY; RING CLOSING METATHESIS; STEROIDOGENESIS;

EID: 0842285251     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol036062m     Document Type: Article

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29. As is supported by molecular mechanical calculations.
30. Alkylation of the kinetic enolate of 3 with iodide 5c gave the two C10-diastereomers in 4:1 ratio, the one affording compound 10 being the minor isomer.
31. The other isomer failed to afford 10 even when other conditions were tried (different solvent, catalyst, etc.).
32. Treatment of compound 9d with 11b for 12 h gave compound 10 in 18% yield.
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