O-Methoxycarbonyl Cyanohydrin as a New Protective Group for Carbonyls
โ Scribed by David Berthiaume; Donald Poirier
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 165 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0040-4020
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๐ SIMILAR VOLUMES
Unexpected Formation of O-Methoxycarbonyl Cyanohydrin Showing Potential as a Protective Group of Ketones. -Methyl cyanoformate (II) readily reacts with ketones (I) and (IV) in the presence of an amine base to yield O-methoxycarbonyl cyanohydrins. As easy hydrolysis of these cyanohydrins [cf. (V)] w
During the course of various synthetic projects under study in these Laboratories we have had occasion to devise and apply a number of new methods for the protection of hydroxyl' , carbony and la&one' functions. 4 We now wish to report some recent results on the protection of aldehydes and ketones
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The protection of the 06-amide and N2-amino groups of guanosine with the (butylthio)carbonyl group is described. This group could be rapidly introduced in good yields and removed very easily under the conventional deprotective condition for the exo-amino acyl groups of other nucleoside bases.