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Regioselective reactions of organocuprates with cycloalkene epoxides

โœ Scribed by J.P Marino; D.M Floyd

Book ID
104244657
Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
223 KB
Volume
20
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A recent report' on the regiospecific reactions of diepoxides with cyanocuprates and the synthetic potential for regiospecific reactions in cycloheptenes prompted us to describe our recent observations on mixed cyanocuprates. Acker' has reported that mixed cyanoalkyl cuprates regiospecifitally open the less substituted and pendant epoxide of diepoxides from substituted 4-vinylcyclohexenes.

Presumably the cyan0 ligand is exerting an unusual effect on the reactivity of organocuprates with different epoxides.

๐Ÿ“œ SIMILAR VOLUMES

Regioselective openings of 2,3-epoxy aci
Regioselective openings of 2,3-epoxy acids with organocuprates
โœ J.Michael Chong; K.Barry Sharpless ๐Ÿ“‚ Article ๐Ÿ“… 1985 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 227 KB

Lithium organocuprates react with 3-alkyl-2,3-epoxy acids (glycidic acids) to afford the products of ring-opening in good yield. The regiochemistry of ringopening is dependent on the stereochemistry of the epoxy acid.