Method for aldol reaction in water

Details Method for aldol reaction in water Method for aldol reaction in water

2008-01-29

2008-01-29

Witherspoon, Sikarl A. (Department: 1621)

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

Organic compounds

Oxygen containing

C568S315000, C568S388000, C568S391000

Reexamination Certificate

active

07323603

ABSTRACT:
A method for aldol reaction in water, which comprises: reacting an aldehyde with a silyl enol ether in an aqueous medium in the presence of a boronic acid represented by the following general formula (1):in-line-formulae description="In-line Formulae" end="lead"?R1R2BOH  (1)in-line-formulae description="In-line Formulae" end="tail"?(wherein R1and R2are the same or different hydrocarbon groups that may contain a substituent), a surfactant, and a Brønsted acid is provided. This method for aldol reaction in water uses a catalytic amount of the boron source to give products in high yield and selectivity.

REFERENCES:
patent: 7-25808 (1995-01-01), None
patent: 11-12216 (1999-01-01), None
patent: 11-244705 (1999-09-01), None
patent: 00/7719 (2000-02-01), None
Y. Mori et al., “Catalytic Use of a Boron Source for Boron Enolate Mediated Stereoselective Aldol Reactions in Water”, Angew. Chem. Int. Ed. 2001, vol. 40, No. 15, pp. 2816-2818.
K. Ishihara et al., “Diarylborinic Acids as Efficient Catalysts for Selective Dehydration of Aldols” Synlett 1997, No. 5, pp. 597-599.

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