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A novel stereoselective route to a fumagillin and ovalicin synthetic intermediate

โœ Scribed by Willy Picoul; Raquel Urchegui; Arnaud Haudrechy; Yves Langlois


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
244 KB
Volume
40
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


A strategy using a highly stereoselective Claisen-Ireland rearrangement followed by a Grubbs metathesis afforded in a good overall yield after further functionalisation a potentially synthetic precursor of fumagillin and ovalicin.


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## carbonyl compounds with sofr rlectrophiles restdted in intramolectdar aYsplacement of the stt@nyl group by the wrbonyl to give ~butyrolactones. This novel cyclisation wrks best for bznzylic svlfaridcs and provides a concise route to ttans-#J~ttbstitttted lactones with high stereoselectivity. Co