Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5269119 | Tetrahedron Letters | 2011 | 4 Pages |
Abstract
Direct aldol reactions of 4-methyl-1-piperidone, tropinone and granatanone (pseudopelletierine) take place spontaneously in the presence of water without any catalyst or additional reagents. The anti/syn-diastereoselectivity of the aqueous aldol reaction depends on the amount of water used. The syn-selectivity of the reaction is probably due to the thermodynamic control. Excellent atom economy and low E factors together with anti-selectivity as high as 98:2 for the tropinone aldol were obtained.
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Authors
Ryszard Lazny, Aneta Nodzewska, Iwona Tomczuk,