✦ LIBER ✦

Controlled reversal of chemoselectivity in reactions of allyltitanium ate complexes with carbonyl compounds

✍ Scribed by M.T. Reetz; B. Wenderoth

Book ID: 104219823
Publisher: Elsevier Science
Year: 1982
Tongue: French
Weight: 214 KB
Volume: 23
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)85813-x

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✦ Synopsis

Allyltitanium ate complexes react either aldehyde-or ketone-selectively, depending upon the nature of the ligands at titanium.

Although nucleophilic addition of carbanions to carbonyl compounds usually proceeds with high yields', chemoselectivity is frequently low. For example, Grignard or li thium reagents2 do not discriminate effectively between ketone and aldehyde funct ionality. This problem has been solved by converting carbanions into the corresponding organyltitanium compounds, which then display complete 3,4 aldehyde-selectivity . Unfortunately, attempts to extend the list of aldehyde-

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