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Construction of Chiral Cyclic Compounds via Asymmetric Cascade [1,n]-Hydride Transfer/Cyclization

Journal

CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 38, Issue 2, Pages 328-340

Publisher

SCIENCE PRESS
DOI: 10.6023/cjoc201708024

Keywords

C(sp(3))-H functionalization; cascade reaction; [1,n]-hydride transfer/cyclization; asymmetric catalysis; heterocyclic compound

Funding

  1. Open Project Program of Hubei Key Laboratory of Drug Synthesis and Optimization Jingchu University of Technology [OPP2015ZD02]
  2. Talents of High Level Scientific Research Foundation of Qingdao Agricultural University [6631115015]

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The C(sp(3))-H adjacent to heteroatoms can be readily functionalized to C-C, C-N, C-O bonds etc. via cascade [1,n]-hydride transfer/cyclization, which shows high potency to construct 5-membered, 6-membered and all carbon rings. This intriguing cascade process can be employed to synthesize common skeletons of significant natural products and pharmaceutical molecules. Chiral amines, Lewis acids and Bronsted acids have been successfully utilized to catalyze the asymmetric cascade reaction.

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