cheminform abstract: preparation and reactions of masked allylic organozinc reagents

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1999 alkylation, arylation, dealkylation, dearylation, C-acylation, olefination alkylation, arylation, dealkylation, dearylation, C-acylation, olefination O 0280 28 - 075 Preparation and Reactions of Masked Allylic Organozinc Reagents. Sterically hindered homoallylic alcohols give under treatment with BuLi and zinc halides (ZnBr 2 or ZnCl 2 ) alkoxides such as intermediate (II), which can be considered as masked allylzinc reagents. They react with a range of electrophiles with good to excellent yields and in the case of α-substituted homoallylic 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) 1

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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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