Literature DB >> 25961127

Cis-selective and highly enantioselective hydrogenation of 2,3,4-trisubstituted quinolines.

Zhenhua Zhang1, Haifeng Du1.   

Abstract

A highly enantioselective cis-hydrogenation of 2,3,4-trisubstituted quinolines has been realized for the first time using chiral borane catalysts generated in situ from chiral dienes. A variety of tetrahydroquinoline derivatives containing three contiguous stereogenic centers were obtained in 76-99% yields with 82-99% ee's.

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Year:  2015        PMID： 25961127     DOI： 10.1021/acs.orglett.5b01240

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Recent advances in chemistry and therapeutic potential of functionalized quinoline motifs - a review.

Authors:  Olayinka O Ajani; King T Iyaye; Olabisi T Ademosun
Journal:  RSC Adv       Date:  2022-06-24       Impact factor: 4.036

2.  Kinetic resolution of racemic 2-substituted 1,2-dihydroquinolines via asymmetric Cu-catalyzed borylation.

Authors:  Duanyang Kong; Suna Han; Rui Wang; Meina Li; Guofu Zi; Guohua Hou
Journal:  Chem Sci       Date:  2017-04-19       Impact factor: 9.825

3.  Synthesis and kinetic resolution of substituted tetrahydroquinolines by lithiation then electrophilic quench.

Authors:  Nicholas Carter; Xiabing Li; Lewis Reavey; Anthony J H M Meijer; Iain Coldham
Journal:  Chem Sci       Date:  2017-12-14       Impact factor: 9.825

4.  Facile Protocol for Water-Tolerant "Frustrated Lewis Pair"-Catalyzed Hydrogenation.

Authors:  Daniel J Scott; Trevor R Simmons; Elliot J Lawrence; Gregory G Wildgoose; Matthew J Fuchter; Andrew E Ashley
Journal:  ACS Catal       Date:  2015-08-17       Impact factor: 13.084
  4 in total

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