Tetrahedron Letters p. 1609 - 1612 (1984)
Update date:2022-08-04
Topics:
Scheeren, J.W.
Lange, J.
The cycloaddition of α,β-epoxyaldehydes or ketones (2) with the ketene acetal MeHC=C(OMe)2 (1) gives epoxyoxetanes (3) in high yields.Without isolation they can be transformed into 4-hydroxy-5-(1-hydroxyalkyl)-γ-butyrolactones (6) via the epoxy esters 4 and trihydroxy esters (5).The lactones 6 appear to be valuable precursors for the synthesis of 5-(1-hydroxyalkyl)-3-methyl-2-5H-furanones (7) and 3-methyl-5-ylidene-2-5H-furanones (8)
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Doi:10.1021/acs.oprd.9b00466
(2020)Doi:10.1055/s-2006-947324
(2006)Doi:10.1021/jo00193a041
(1984)Doi:10.1139/v69-728
(1969)Doi:10.1021/om0605377
(2006)Doi:10.1021/ic0612451
(2006)
