Iridium-Catalyzed Asymmetric Allylic Substitutions with Bulky Amines/Oxidative Double Bond Cleavage - Entry into the Reetz Synthesis of Amino Alcohols

被引：8

作者：

Seehafer, Kai ^{[1
]}

Malakar, Chandi C. ^{[1
]}

Bender, Markus ^{[1
]}

Qu, Jianping ^{[1
]}

Liang, Chen ^{[1
]}

Helmchen, Guenter ^{[1
]}

机构：

[1] Heidelberg Univ, Inst Organ Chem, Neuenheimer Feld 270, D-69120 Heidelberg, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 2016卷 / 03期

关键词：

Synthetic methods; Asymmetric synthesis; Homogeneous catalysis; Iridium; Allylation; Amination; Ozonolysis; Amino alcohols; COMPLEXES-RESTING STATES; PHOSPHORAMIDITE LIGANDS; AMINATIONS; ALKYLATION; CARBONATES; ALDEHYDES; ADDITIONS;

D O I：

10.1002/ejoc.201501333

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Branched allylic amines were prepared by Ir-catalyzed enantioselective allylic aminations with the bulky N-nucleophiles HN(Boc)(2) and HNBn2. The products were transformed into N-protected amino aldehydes, which were either reduced or coupled diastereoselectively with organometallic compounds to give vicinal amino alcohols. A formal synthesis of the neurokinin receptor antagonist (+)-L-733060 was carried out as an application.

引用

页码：493 / 501

页数：9

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