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Palladium(II)-catalyzed enantioselective C(sp)-H activation using a chiral hydroxamic acid ligand

Journal of the American Chemical Society, ISSN: 1520-5126, Vol: 136, Issue: 22, Page: 8138-8142
2014
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Article Description

An enantioselective method for Pd(II)-catalyzed cross-coupling of methylene β-C(sp)-H bonds in cyclobutanecarboxylic acid derivatives with arylboron reagents is described. High yields and enantioselectivities were achieved through the development of chiral mono-N-protected α-amino-O- methylhydroxamic acid (MPAHA) ligands, which form a chiral complex with the Pd(II) center. This reaction provides an alternative approach to the enantioselective synthesis of cyclobutanecarboxylates containing α-chiral quaternary stereocenters. This new class of chiral catalysts also show promises for enantioselective β-C(sp)-H activation of acyclic amides. © 2014 American Chemical Society.

Bibliographic Details

Xiao, Kai-Jiong; Lin, David W; Miura, Motofumi; Zhu, Ru-Yi; Gong, Wei; Wasa, Masayuki; Yu, Jin-Quan

American Chemical Society (ACS)

Chemical Engineering; Chemistry; Biochemistry, Genetics and Molecular Biology

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