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Reaction of dianions derived from β-ketoesters with epoxides-utility in the preparation of synthetically useful tetrahydrofurans

✍ Scribed by Barry Lygo; Norval O'connor; Peter R. Wilson

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
640 KB
Volume
44
Category
Article
ISSN
0040-4020

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✦ Synopsis

Presented here are several examples which demonsrrate that ether substituenul a-oc fl-to an epoxide ring can be tolerated iu the ring-opening naction with B_keto ester dianicms. Subsequent acidpromoted cyclisariou of the y-hydroxy &ketoesters then leads to synthetically useful tetrahydrofurans, as demonstmted by application of this approach to the preparation of (i)-methyl nonactate and @)-methyl 8epi-nimaztate.

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