Catalytic system for aldol reactions

Details Catalytic system for aldol reactions Catalytic system for aldol reactions

2005-01-04

2005-01-04

Desai, Rita (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

Reexamination Certificate

active

06838575

ABSTRACT:
The invention relates to 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 gemdimethyl 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.

REFERENCES:
patent: 0 676 393 (1995-11-01), None
Ayyar et al, J. Chem. Soc. Perkin Trans. 1, pp. 1727-1736 (1975).*
Ayyar et al, XP001012628, “Synthesis of aipha-Damascone and beta-Damascone”, J. Chem. Soc. Perkin Trans. 1, vol. 17, pp. 1727-1736 (1975).
Vedejs and Pribish,XP002211596 “A Synthesis of the C6 C11-Dideoxyanthracyclinone Skeleton via Hassall Cyclization and Oxidative Desilylation”, J. Org. Chem, vol. 53, No. 8 (1988).
Ishimaru et al., XP0022 11597, “Novel Cationic titanium (IV) Lewis Acids and their use in Asymmetric Aldol Reactions” Tetrahedron, vol. 54, pp. 727-734 (1998).

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