Asymmetric C-H functionalization of cyclopropanes using an isoleucine-NH2 bidentate directing group

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The systematic investigation of substrate-bound alpha-amino acid auxiliaries has resulted in catalytic asymmetric C-H functionalization of cyclopropanes enabled by amino acid amides as chiral bidentate directing groups. The use of an Ile-NH2 auxiliary embedded in the substrate provided excellent levels of asymmetric induction (diastereomeric ratio of up to 72:1) in the Pd(II)-catalyzed beta-methylene C(sp(3))-H bond activation of cyclopropanes and cross-coupling with aryl iodides.
Publisher
ROYAL SOC CHEMISTRY
Issue Date
2015-05
Language
English
Article Type
Article
Citation

CHEMICAL SCIENCE, v.6, no.6, pp.3611 - 3616

ISSN
2041-6520
DOI
10.1039/c5sc01137j
URI
http://hdl.handle.net/10203/199100
Appears in Collection
CH-Journal Papers(저널논문)
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