Palladium(II)-Catalyzed Enantioselective C(sp3)鈥揌 Activation Using a Chiral Hydroxamic Acid Ligand
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- 作者：Kai-Jiong Xiao ; David W. Lin ; Motofumi Miura ; Ru-Yi Zhu ; Wei Gong ; Masayuki Wasa ; Jin-Quan Yu
- 刊名：Journal of the American Chemical Society
- 出版年：2014
- 出版时间：June 4, 2014
- 年：2014
- 卷：136
- 期：22
- 页码：8138-8142
- 全文大小：442K
- 年卷期：v.136,no.22(June 4, 2014)
- ISSN：1520-5126
文摘
An enantioselective method for Pd(II)-catalyzed cross-coupling of methylene 尾-C(sp3)鈥揌 bonds in cyclobutanecarboxylic acid derivatives with arylboron reagents is described. High yields and enantioselectivities were achieved through the development of chiral mono-N-protected 伪-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 伪-chiral quaternary stereocenters. This new class of chiral catalysts also show promises for enantioselective 尾-C(sp3)鈥揌 activation of acyclic amides.