Literature DB >> 23419076

Enantioselective synthesis of chiral 3-aryl-1-indanones through rhodium-catalyzed asymmetric intramolecular 1,4-addition.

Yue-Na Yu1, Ming-Hua Xu.   

Abstract

Enantioselective synthesis of potentially useful chiral 3-aryl-1-indanones was achieved through a rhodium-catalyzed asymmetric intramolecular 1,4-addition of pinacolborane chalcone derivatives using extraordinary simple MonoPhos as chiral ligand under relatively mild conditions. This novel protocol offers an easy access to a wide variety of enantioenriched 3-aryl-1-indanone derivatives in high yields (up to 95%) with excellent enantioselectivities (up to 95% ee).

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Year:  2013        PMID: 23419076     DOI: 10.1021/jo302656s

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


  4 in total

1.  Rh-catalyzed Reagent-Free Ring Expansion of Cyclobutenones and Benzocyclobutenones.

Authors:  Peng-Hao Chen; Joshua Sieber; Chris H Senanayake; Guangbin Dong
Journal:  Chem Sci       Date:  2015-07-10       Impact factor: 9.825

Review 2.  Synthesis of 1-indanones with a broad range of biological activity.

Authors:  Marika Turek; Dorota Szczęsna; Marek Koprowski; Piotr Bałczewski
Journal:  Beilstein J Org Chem       Date:  2017-03-09       Impact factor: 2.883

3.  Crown Ether-Derived Chiral BINOL: Enantioselective Michael Addition of Alkenyl Boronic Acids to α,β-Unsaturated Ketones.

Authors:  Jia-Ju Tao; Jia-Dong Tang; Tao Hong; Jia-Wen Ye; Jia-Yu Chen; Chunsong Xie; Zibin Zhang; Shijun Li
Journal:  ACS Omega       Date:  2021-12-10

4.  Efficient kinetic resolution in the asymmetric transfer hydrogenation of 3-aryl-indanones: applications to a short synthesis of (+)-indatraline and a formal synthesis of (R)-tolterodine.

Authors:  Songsoon Park; Hyeon-Kyu Lee
Journal:  RSC Adv       Date:  2021-06-30       Impact factor: 3.361

  4 in total

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