title: Diastereoselectively Complementary C-H Functionalization Enables Access to Structurally and Stereochemically Diverse 2,6-Substituted Piperidines.
abstract: The preparation of 2,6-substituted piperidine derivatives through diastereoselective C-H functionalization of corresponding nitrogen heterocycles represents an appealing protocol and yet remains a formidable challenge. Here, we describe a stereochemically complementary oxidative C-H functionalization of N-carbamoyl tetrahydropyridines with a wide variety of building blocks, providing either the cis- or trans-2,6-substituted piperidines with diverse patterns of functionalities. The mild metal-free process exhibits excellent regio- and diastereoselectivities as well as functional group tolerance. The synthetic utilities in natural product and analogue syntheses are also described.
authors.affiliation: School of Pharmaceutical Sciences, Shandong University , Jinan 250012, China.
authors.forename: Gang
authors.initials: G
authors.lastname: Wang
authors.affiliation: School of Pharmaceutical Sciences, Shandong University , Jinan 250012, China.
authors.forename: Ying
authors.initials: Y
authors.lastname: Mao
authors.affiliation: School of Pharmaceutical Sciences, Shandong University , Jinan 250012, China.|School of Chemistry and Chemical Engineering, Shandong University , Jinan 250100, China.
authors.forename: Lei
authors.identifier: 0000-0002-0839-373X
authors.initials: L
authors.lastname: Liu