Tetrahedron Asymmetry p. 2065 - 2071 (1996)
Update date:2022-08-05
Topics:
Lopez-Herrera
Pino-Gonzalez
Sarabia-Garcia
Heras-Lopez
Ortega-Alcantara
Pedraza-Cebrian
The reaction of 2,3-O-isopropylidene-D-glyceraldehyde 1, 2,4-ethylidene D-threose 7, or 2,3:4,5-di-O-isopropylidene-D-arabinose 9 with N,N-dimethyl-carbamoylmethyl dimethyl sulphonium chloride and a 10-50% solution of sodium hydroxyde gave the corresponding 2,3-epoxyamides 5,8 and 10, and the reaction of 1, or 5-O-trityl-2,3-O-isopropylidene-D-ribofuranose 13 with N,N-diethylcarbamoylmethyl dimethyl sulphonium chloride and a 10-50% solution of sodium hydroxyde gave the corresponding 2,3-epoxyamides 4 and 14, respectively, with high yields and variable stereoselectivity.
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(1996)Doi:10.1021/ja035867m
(2003)Doi:10.1016/0040-4039(96)01165-3
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()Doi:10.1016/0020-1693(96)05088-8
(1996)