The Vespiary
The Hive => Chemistry Discourse => Topic started by: Regis on September 27, 2002, 09:54:00 AM
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Aryl-substituted epoxides react with aqueous sodium azide to form a-azidohydrins, NOT B-azidohydrins. This is according to the following journal references:
JOC, 1999, 64, 6094-6096
"Ring Opening of Epoxides with Sodium Azide in Water. A Regioselective pH-Controlled Reaction"
JOC, 1993, 58, 2663-2669
"Acid-Catalyzed Hydrolysis of cis- and trans-Anethole Oxides: Discrete Carbocation Intermediates and Syn/Anti Hydration Ratios"
Thank you