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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.
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页码:688 / 691
页数:4
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