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Page 1: ChemInform Abstract: Preparation and Reactions of Masked Allylic Organozinc Reagents

1999 alkylation, arylation, dealkylation, dearylation, C-acylation, olefination

alkylation, arylation, dealkylation, dearylation, C-acylation, olefinationO 0280

28 - 075Preparation and Reactions of Masked Allylic Organozinc Reagents.— Sterically hindered homoallylic alcohols give under treatment with BuLiand zinc halides (ZnBr2 or ZnCl2) alkoxides such as intermediate (II), whichcan be considered as masked allylzinc reagents. They react with a range ofelectrophiles with good to excellent yields and in the case of α-substitutedhomoallylic alcohols with high anti diastereoselectivity. — (JONES, PHILIP;KNOCHEL, PAUL; J. Org. Chem. 64 (1999) 1, 186-195; Fachbereich Chem.,Philipps-Univ., D-35043 Marburg, Germany; EN)

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