Tetrahedron Letters p. 1297 - 1300 (1985)
Update date:2022-09-26
Topics:
Canonne, P.
Akssira, M.
Greatly different product distributions were observed in the reactions of cyclopentyl- and isopropylmagnesium bromides with cyclohexane-, cyclohex-4-ene- and cyclobutane-1,2 dicarboxylic anhydrides.Cyclopentylmagnesium bromide yielded reduction products with high stereoselectivity whereas the isopropylmagnesium bromide provided the corresponding trans diastereomeric ketoacids via an addition enolization process.
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Doi:10.1021/jacs.0c06354
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