Asymmetric Intermolecular Hydroamination of Unactivated Alkenes with Simple Amines

A hard nut to crack: The asymmetric intermolecular Markovnikov addition of simple amines to unactivated alkenes can be achieved utilizing binaphtholate rare‐earth‐metal catalysts with up to 61 % ee and 73 % de in the case where R2 contains a stereogenic center.

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Bibliographic Details
Published inAngewandte Chemie (International ed.) Vol. 49; no. 47; pp. 8984 - 8987
Main Authors Reznichenko, Alexander L, Nguyen, Hiep N, Hultzsch, Kai C
Format Journal Article
LanguageEnglish
Published Weinheim Wiley‐VCH Verlag 15.11.2010
WILEY-VCH Verlag
WILEY‐VCH Verlag
Wiley
Subjects
alkenes
Alkenes - chemistry
Amination
amines
Amines - chemistry
Catalysis
Chemistry
Chemistry, Multidisciplinary
enantioselectivity
intermolecular hydroamination
Metals, Rare Earth - chemistry
Physical Sciences
rare-earth metals
Science & Technology
Stereoisomerism
enantioselectivity
ENANTIOSELECTIVE INTRAMOLECULAR HYDROAMINATION
OLEFIN HYDROAMINATION/CYCLIZATION
C-N
amines
AMINOALKENES
alkenes
BASE-CATALYZED HYDROAMINATION
ALKYNES
rare-earth metals
KINETIC RESOLUTION
YTTRIUM COMPLEXES
intermolecular hydroamination
EARTH-METAL CATALYSTS
AMIDATE COMPLEXES
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Summary:A hard nut to crack: The asymmetric intermolecular Markovnikov addition of simple amines to unactivated alkenes can be achieved utilizing binaphtholate rare‐earth‐metal catalysts with up to 61 % ee and 73 % de in the case where R2 contains a stereogenic center.
Bibliography:http://dx.doi.org/10.1002/anie.201004570
National Science Foundation - No. CHE 0956021
This work was supported by the National Science Foundation through an NSF CAREER Award (CHE 0956021).
ArticleID:ANIE201004570
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National Science Foundation
ObjectType-Article-1
SourceType-Scholarly Journals-1
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content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201004570