Literature DB >> 19865664

Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane.

Wen-Bo Liu1, Sheng-Cai Zheng, Hu He, Xiao-Ming Zhao, Li-Xin Dai, Shu-Li You.   

Abstract

Highly regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane (FBSM) has been realized by [Ir(COD)Cl](2)/phosphoramidite, affording enantiopure fluorobis(phenylsulfonyl)methylated compounds bearing a terminal alkene, which could be converted to monofluoro-methylated ibuprofen in just two steps without loss of the optical purity (95% ee).

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Year:  2009        PMID： 19865664     DOI： 10.1039/b914315g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  6 in total

1.  Mechanistically driven development of iridium catalysts for asymmetric allylic substitution.

Authors:  John F Hartwig; Levi M Stanley
Journal:  Acc Chem Res       Date:  2010-09-28       Impact factor: 22.384

2.  Iridium-Catalyzed Enantioselective Allylic Substitution of Aliphatic Esters with Silyl Ketene Acetals as the Ester Enolates.

Authors:  Xingyu Jiang; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2017-06-27       Impact factor: 15.336

3.  Catalytic Enantioselective Synthesis of α-Difunctionalized Cyclic Sulfones.

Authors:  Eleanor Bowen; Gillian Laidlaw; Bethany C Atkinson; Timur A McArdle-Ismaguilov; Vilius Franckevičius
Journal:  J Org Chem       Date:  2022-07-08       Impact factor: 4.198

Review 4.  Advances in catalytic enantioselective fluorination, mono-, di-, and trifluoromethylation, and trifluoromethylthiolation reactions.

Authors:  Xiaoyu Yang; Tao Wu; Robert J Phipps; F Dean Toste
Journal:  Chem Rev       Date:  2014-10-22       Impact factor: 60.622

5.  Hydrogen Bonding Phase-Transfer Catalysis with Ionic Reactants: Enantioselective Synthesis of γ-Fluoroamines.

Authors:  Giulia Roagna; David M H Ascough; Francesco Ibba; Anna Chiara Vicini; Alberto Fontana; Kirsten E Christensen; Aldo Peschiulli; Daniel Oehlrich; Antonio Misale; Andrés A Trabanco; Robert S Paton; Gabriele Pupo; Véronique Gouverneur
Journal:  J Am Chem Soc       Date:  2020-08-05       Impact factor: 15.419

6.  Palladium-catalyzed regioselective hydrosulfonylation of allenes with sulfinic acids.

Authors:  Luan-Ying Li; Bo-Rong Leng; Jia-Zhuo Li; Qing-Quan Liu; Jianguang Yu; Ping Wei; De-Cai Wang; Yi-Long Zhu
Journal:  RSC Adv       Date:  2022-03-18       Impact factor: 3.361
  6 in total

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