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KMID : 0903519930360030131
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Journal of the Korean Society of Agricultural Chemistry and Biotechnology
1993 Volume.36 No. 3 p.131 ~ p.131
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A synthesis and addition reaction of O - anisyltitanium compounds with carbonyl compounds
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Abstract
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Although nucleophilic addition of carbanions to carbonyl compounds usually proceeds w with high yields, chemoselectivity is frequently low. For example, Grignard or organolithium reagents do not discriminate effectively between ketone and aldehyde functionality. This problem has been solved by converting carbanions into the corresponding organyltitanium compounds, which then display complete aldehyde-selectivity. This class of compounds is also useful in certain diastereoselective C-C bond forming reactions. In this paper o-anisyltitanium compounds were synthesized in situ from transmetalation of o-anisyllithium and chlorotitanium derivatives arid were examined its reactivity and chemoselectivity to carbonyl compounds. These compounds could be isolated and preserved under the argon for weeks. The addition of isolated o-anisyltitanium compounds to carbonyl compounds were proved to have high reactivity and were observed complete aldehydes-selectivity in competition reaction of aldehydes anti ketones.
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