1,4-Asymmetric induction in the titanium-mediated aldol reactions of α-benzyloxy methyl ketones

Good levels of 1,4- anti asymmetric induction are obtained in the TiCl 3( i-PrO)-mediated aldol reaction of α-benzyloxy methyl ketones with achiral aldehydes. Such methodology represents a new approach to the substrate-controlled acetate aldol reaction, which can be useful to design more efficient s...

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Bibliographic Details
Published in:Tetrahedron letters 2008-09, Vol.49 (36), p.5265-5267
Main Authors: Pellicena, Miquel, Solsona, Joan G., Romea, Pedro, Urpí, Fèlix
Format: Article
Language:English
Subjects:
Acetate aldol reactions
Chiral ketones
Stereoselective reactions
Titanium enolates
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Summary:Good levels of 1,4- anti asymmetric induction are obtained in the TiCl 3( i-PrO)-mediated aldol reaction of α-benzyloxy methyl ketones with achiral aldehydes. Such methodology represents a new approach to the substrate-controlled acetate aldol reaction, which can be useful to design more efficient synthesis.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.06.120