Iridium-Catalyzed Asymmetric Intramolecular Allylic Amidation: Enantioselective Synthesis of Chiral Tetrahydroisoquinolines and Saturated Nitrogen Heterocycles

被引:59
作者
Teichert, Johannes F. [1 ]
Fananas-Mastral, Martin [1 ]
Feringa, Ben L. [1 ]
机构
[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands
关键词
allylic compounds; asymmetric catalysis; iridium; nitrogen heterocycles; phosphoramidites; ANTITUMOR ANTIBIOTICS; AMINATION; PHOSPHORAMIDITE; SUBSTITUTIONS; ALKYLATION; ALKALOIDS; ISOQUINOLINES; METATHESIS; COMPLEXES; ALCOHOLS;
D O I
10.1002/anie.201006039
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
For the first time iridium catalysis has been used for the synthesis of chiral tetrahydroisoquinolines with excellent yields and high enantioselectivities (see scheme; cod=1,5-cyclooctadiene, DBU=1,8- diazabicyclo[5.4.0]undec-7-ene). These products are important chiral building blocks for the synthesis of biologically active compounds, in particular alkaloids. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:688 / 691
页数:4
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