Literature DB >> 33683900

Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-Ikariya Ru(II) Complexes: One-Pot Reduction of C═C and C═O bonds.

Guilherme S Caleffi1, Juliana de O C Brum1,2, Angela T Costa1, Jorge L O Domingos3, Paulo R R Costa1.   

Abstract

3-Arylidenechroman-4-ones and 2-arylidene-1-tetralones are hydrogenated to cis-benzylic alcohols in dr's and er's up to 99:1 via a C═C and C═O one-pot reduction in the presence of 2-5 mol % Noyori-Ikariya-type RuII chiral complexes and HCO2Na as a hydrogen source under asymmetric transfer hydrogenation-dynamic kinetic resolution (ATH-DKR) conditions. The oxidation of theses substrates resulted in the enantioselective synthesis of the natural homoisoflavanone dihydrobonducellin and its carba-analogues.

Entities:  

Year:  2021        PMID: 33683900     DOI: 10.1021/acs.joc.0c02981

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Ir/f-Ampha complex catalyzed asymmetric sequential hydrogenation of enones: a general access to chiral alcohols with two contiguous chiral centers.

Authors:  Wendian Li; Tilong Yang; Nan Song; Ruihao Li; Jiao Long; Lin He; Xumu Zhang; Hui Lv
Journal:  Chem Sci       Date:  2022-01-18       Impact factor: 9.825

2.  Stereoselective Iridium-N,P-Catalyzed Double Hydrogenation of Conjugated Enones to Saturated Alcohols.

Authors:  Bram B C Peters; Jia Zheng; Suppachai Krajangsri; Pher G Andersson
Journal:  J Am Chem Soc       Date:  2022-05-05       Impact factor: 16.383

  2 in total

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