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Hydrogen bond catalyzed chemoselective N-tert-butoxycarbonylation of amines

โœ Scribed by Samad Khaksar; Akbar Heydari; Mahmood Tajbakhsh; Seyed Mohammad Vahdat

Book ID
104095277
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
135 KB
Volume
49
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A novel, chemoselective mono-N-Boc protection of various structurally diverse amines with di-tert-butoxypyrocarbonate (Boc) 2 O is described that relies on selective carbonyl activation by hydrogen bond formation. This mild, acid-and metal-free process requires only catalytic amounts of thiourea as hydrogen bond donor.

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โœ Hiyoshizo Kotsuki; Takeshi Ohishi; Tomohiro Araki ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 213 KB

A new chemoselective procedure for the reducfive transformation of organic azides to the corresponding N-(tert-butoxycarbonyl)~tnino derivatives using triethylsilane and di-tert-butyl dic~oonate in the presence of a catalytic ~ount of 20% Degussa Pd(OH)2/C is described.