The 2- and 3-C-Methyl Derivatives of Methyl 2,3-Dideoxy-α-D-erythro-hex-2-enopyranosid-4-ulose
1975 ◽
Vol 53
(13)
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pp. 2017-2023
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The oxirane rings of carbohydrate 2,3-anhydro sugars are opened stereospecifically by lithium dimethyl cuprate. These reactions go in high yields, without the formation of abberant side products encountered with other organometallic reagents. The alcohols produced are converted via their xanthate esters to olefins in good overall yields. The latter on hydrolysis and oxidation give the title enones.
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1978 ◽
Vol 56
(24)
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pp. 3087-3095
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1982 ◽
Vol 85
(1)
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pp. 257-263
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1968 ◽
Vol 33
(11)
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pp. 3858-3865
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1974 ◽
Vol 39
(11)
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pp. 3109-3116
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1972 ◽
Vol 46
(4)
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pp. 1734-1741
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1976 ◽
Vol 46
(2)
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pp. 237-244
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1972 ◽
Vol 23
(2)
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pp. 275-282
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