Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1993-02-03
1995-04-25
Rollins, John W.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536 2762, 536 282, 536 285, 536 2853, 568704, C07H 19073, C07H 19173
Patent
active
054100330
ABSTRACT:
Cis vicinal diols are converted to olefins using tellurides or selenide reagents. The diol is reacted to convert the hydroxyl groups into good leaving groups for nucleophilic substitution. Alkyl and aryl sulfonate groups such as mesylate or tosylate are preferred. The product is then reacted with a source of Te.sup.2- or Se.sup.2- ions, preferably an alkali metal telluride or selenide, to form the desired olefin. The process is particularly useful for generating 2',3'-unsaturation in the sugar moiety of nucleosides. Novel intermediate mesylate, tosylate and olefin derivatives of nucleosides are also provided.
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Clive Derrick L. J.
Wickens Philip L.
Crane L. Eric
Rollins John W.
Terochem Laboratories Limited
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