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

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Title
Asymmetric C–H functionalization of cyclopropanes using an isoleucine-NH2 bidentate directing group
Author(s)
Jinhee Kim; Mikyung Sim; Namhoon Kim; Sungwoo Hong
Publication Date
2015-06
Journal
CHEMICAL SCIENCE, v.6, no.6, pp.3611 - 3616
Publisher
ROYAL SOC CHEMISTRY
Abstract
The systematic investigation of substrate-bound a-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 b-methylene C(sp3)–H bond activation of cyclopropanes and cross-coupling with aryl iodides.
URI
https://pr.ibs.re.kr/handle/8788114/2178
DOI
10.1039/c5sc01137j
ISSN
2041-6520
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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