Catalytic system for aldol reactions

Details Catalytic system for aldol reactions Catalytic system for aldol reactions

2006-08-15

2006-08-15

Nazario-Gonzalez, Porfirio (Department: 1621)

Catalyst, solid sorbent, or support therefor: product or process

Catalyst or precursor therefor

Organic compound containing

C556S051000, C556S054000

Reexamination Certificate

active

07091151

ABSTRACT:
The invention relates to a catalytic system for use in a process for the preparation, in a single step, of enones by an aldol condensation of a ketone, such as a gem-dimethyl cyclohexylethanone or gem-dimethyl cyclohexenylethanone derivative, with an aldehyde in the presence of a novel catalytic system and a co-ingredient, such as a carboxylic acid anhydride or an anhydrous salt, and without the pre-formation of an enolate. The catalytic system is a metal complex, such as a [(Cl)n(alkoxy)4-nTi] or [(Cl)n(alkoxy)4-nZr] complex where n is 1 to 3.

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Ayyar et al., “Synthesis of δ-Damascone [trans-1-(2,6,6-Trimethylcyclohex-3-enyl)but-2-en-1-one] and β-Damascenone [trans-1-(2,6,6-Trimethylcyclohexa-1,3-dienyl)but-2-en-1-one],” Perkin Trans. 1, vol. 17, pp. 1727-1736 (1975).
Ishimaru et al., “Novel Cationic Titanium (IV) Lewis Acids and Their Use in Asymmetric Aldol Reactions,” Tetrahedron 54, pp. 727-734 (1998).
Vedejs et al., “A Synthesis of the C6,C11-Dideoxyanthracyclinone Skeleton via Hassall Cyclization and Oxidative Desilylation,” J. Org. Chem., vol. 53, No. 8, pp. 1593-1599 (1988).

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