85231-97-6Relevant articles and documents
New protocol for converting alcohols into amines
Klepacz,Zwierzak
, p. 1683 - 1689 (2007/10/03)
The reactions between diethyl N-(t-butoxycarbonyl)phosphoramidate 1, diisopropyl azodicarboxylate (DIAD), triphenylphosphine (TPP) and primary or secondary alcohols lead to the corresponding diethyl N-alkyl-N-(t-butoxycarbonyl)phosphoramidates 2a-o. Deprotection of crude 2 by refluxing with p-toluenesulfonic acid monohydrate in ethanol affords ammonium tosylates 3a-o in moderate to good overall yields. The N-alkylation of 1 proceeds stereoselectively with complete inversion of the configuration of the alkyl group.
Diethyl N-(t-Butoxycarbonyl)-phosphoramidate: A New, Useful Substitute of Phthalimide in Gabriel-Type Syntheses of Primary Amines
Zwierzak, Andrzej,Pilichowska, Slawomira
, p. 922 - 924 (2007/10/02)
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