ISSN:
0009-2940
Keywords:
Baylis-Hillman reaction
;
1,3-Dioxan-4-ones, 5-methylene-
;
Trichloroacetaldehyde
;
Pantolactone
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
2,6-Dialkyl-5-methylene-1,3-dioxan-4-ones were prepared in good diastereomeric excess by treating pantolactone acrylate with a series of selected aldehydes in the Baylis-Hillman reaction. With benzaldehyde and trichloroacetaldehyde, non-cyclic products resulted. In the case of the latter aldehyde the α1-hydroxyalkyl acrylate 5b was isolated as a single diastereomer and its absolute configuration established by X-ray crystallography.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19931260631
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