Aldol condensation reactions of tricarbonyliron complexes. Easy access to diastereomerically pure 1,2,3-trisubstituted 1,3-diols from α-substituted dienone complexes

✍ Scribed by Michel Franck-Neumann; Philippe Geoffroy; Fabien Gumery; Paul Bissinger

• Book ID: 104210332
• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 214 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)00568-2

✦ Synopsis

Tricarbonyliron complexes of α-substituted dienones are well suited starting compounds for the synthesis of diastereomerically pure 1,2,3-trisubstituted 1,3-diols of known configuration, among them 1,2,3-triols. This is achieved by aldol condensation with an aldehyde, a reaction which gives one distinctly major isolated ketol, under Mukayiama conditions, followed by totally stereoselective reduction.