α-Azido ketones, Part 6. Reduction of acyclic and cyclic α-azido ketones into α-amino ketones: old problems and new solutions

被引：7

作者：

Patonay, Tamas ^{[1
]}

Micskei, Karoly ^{[2
]}

Juhasz-Toth, Eva ^{[1
]}

Fekete, Szabolcs ^{[1
]}

Pardi-Toth, Veronika Cs. ^{[1
]}

机构：

[1] Univ Debrecen, Dept Organ Chem, POB 20, H-4010 Debrecen, Hungary

[2] Univ Debrecen, Dept Inorgan & Analyt Chem, H-4010 Debrecen, Hungary

来源：

ARKIVOC | 2009年

基金：

匈牙利科学研究基金会;

关键词：

alpha-Amino ketones; alpha-azido ketones; chromium(II); selective reduction; tin(II); ENANTIOSELECTIVE REDUCTION; ACIDS; PYRAZINES; FLAVONOIDS; COMPLEXES; ALDEHYDES; PEPTIDES;

D O I：

10.3998/ark.5550190.0010.627

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Comparative experiments on the selective reduction of alpha-azido ketones to alpha-amino ketones revealed that tin(II) chloride reduction followed by immediate protection with Boc group is the method of choice. This methodology proved to be useful for more complex substrates, too. Chromium(II) acetate also resulted in the desired products but in lower yields due to a competitive deazidation procedure. A mechanism to explain this deazidation was suggested.

引用

页码：270 / 290

页数：21

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