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Nano‐Aluminum Powder Mediated Allylation of Carbonyl Compounds in Aqueous Media
Author(s) -
YUAN ShiZhen,
LIU Jin
Publication year - 2008
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200890150
Subject(s) - chemistry , steric effects , carbonyl group , aqueous solution , aqueous medium , grignard reaction , nano , aluminium , organic chemistry , medicinal chemistry , reagent , physics , quantum mechanics
A new and effective Barbier‐Grignard allylation of aldehydes or ketones has been carried out with nano‐aluminum powder in aqueous 0.1 mol·L −1 NH 4 Cl (aq.) under an atmosphere of nitrogen. Aromatic carbonyl compounds gave homoallylic alcohols in good yields. The effectiveness of reaction was strongly influenced by the steric environment surrounding the carbonyl group. Aliphatic carbonyl compounds proceeded in low yields. The dominant stereoisomer was an erythro ‐isomer when an ortho ‐hydroxyl carbonyl compound was reacted under such a reaction condition.