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The stereochemical results in an aldol reaction between the enolate 2 and various α-methyl aldehydes indicates a stabilizing through space interaction between C 4 -C 5 unsaturation and the formyl group. This interaction leads to a reaction conformation which favors a C 7 -C 8 (epothilone numbering) anti-relationship in the aldol products. Included is an extensive...
The construction of a C 10 -C 26 fragment of the 16-membered antitumor macrolide rhizoxin has been achieved in an efficient manner. The central portion of this molecule has been prepared in enantiopure form via an iterative allylstannylation protocol starting with the ester of (R)-lactic acid. The oxazole portion of rhizoxin was attached via a samarium diiodide modified...
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