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A convenient catalytic procedure for the highly enantioselective aldol condensation of O-silyldienolates

✍ Scribed by Margherita De Rosa; Maria Rosaria Acocella; Rosaria Villano; Annunziata Soriente; Arrigo Scettri

Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
199 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis

In the presence of catalytic amount of chiral Ti(OiPr) 4 /BINOL (0.08 equiv.) the asymmetric aldol condensation of 6-methyl-4H-[1,3]-dioxin-4-one-derived silyloxydienes takes place in high yields and enantiomeric excesses with aromatic, heteroaromatic, unsaturated and aliphatic aldehydes. Notable amplification of enantiomeric excesses have been obtained by using enantioenriched catalytic systems.

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