Literature DB >> 18980320

C2-symmetric bis-hydrazones as ligands in the asymmetric Suzuki-Miyaura cross-coupling.

Antonio Bermejo1, Abel Ros, Rosario Fernández, José M Lassaletta.   

Abstract

Glyoxal bis-hydrazone derived from (S,S)-1-amino-2,5-diphenylpyrrolidine behaves as an excellent ligand for phosphine-free, asymmetric Suzuki-Miyaura cross couplings, thereby affording a variety of enantiomerically enriched biaryls with different substitution patterns. The high catalytic activity of the [PdCl2(bis-hydrazone)] complex allows reactions to be performed at room temperature, affording products with excellent enantioselectivities in all cases.

Entities:  

Year:  2008        PMID: 18980320     DOI: 10.1021/ja8074693

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  12 in total

Review 1.  Enantioselective and Enantiospecific Transition-Metal-Catalyzed Cross-Coupling Reactions of Organometallic Reagents To Construct C-C Bonds.

Authors:  Alan H Cherney; Nathaniel T Kadunce; Sarah E Reisman
Journal:  Chem Rev       Date:  2015-08-13       Impact factor: 60.622

Review 2.  Total synthesis of chiral biaryl natural products by asymmetric biaryl coupling.

Authors:  Marisa C Kozlowski; Barbara J Morgan; Elizabeth C Linton
Journal:  Chem Soc Rev       Date:  2009-09-23       Impact factor: 54.564

3.  Asymmetric Suzuki cross-couplings of activated secondary alkyl electrophiles: arylations of racemic alpha-chloroamides.

Authors:  Pamela M Lundin; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2010-08-18       Impact factor: 15.419

4.  Enantioselective synthesis of axially chiral biaryls by the Pd-catalyzed Suzuki-Miyaura reaction: substrate scope and quantum mechanical investigations.

Authors:  Xiaoqiang Shen; Gavin O Jones; Donald A Watson; Brijesh Bhayana; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2010-08-18       Impact factor: 15.419

5.  Development of Chiral Bis-hydrazone Ligands for the Enantioselective Cross-Coupling Reactions of Aryldimethylsilanolates.

Authors:  Scott E Denmark; Wen-Tau T Chang; K N Houk; Peng Liu
Journal:  J Org Chem       Date:  2014-12-10       Impact factor: 4.354

6.  Computationally Assisted Mechanistic Investigation and Development of Pd-Catalyzed Asymmetric Suzuki-Miyaura and Negishi Cross-Coupling Reactions for Tetra-ortho-Substituted Biaryl Synthesis.

Authors:  Nitinchandra Dahyabhai Patel; Joshua D Sieber; Sergei Tcyrulnikov; Bryan J Simmons; Daniel Rivalti; Krishnaja Duvvuri; Yongda Zhang; Donghong A Gao; Keith R Fandrick; Nizar Haddad; Kendricks So Lao; Hari Prasad Reddy Mangunuru; Soumik Biswas; Bo Qu; Nelu Grinberg; Scott Pennino; Heewon Lee; Jinhua J Song; B Frank Gupton; Neil K Garg; Marisa C Kozlowski; Chris H Senanayake
Journal:  ACS Catal       Date:  2018-09-20       Impact factor: 13.084

7.  Nickel/bis(oxazoline)-catalyzed asymmetric Kumada reactions of alkyl electrophiles: cross-couplings of racemic alpha-bromoketones.

Authors:  Sha Lou; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2010-02-03       Impact factor: 15.419

8.  Pd-catalyzed asymmetric Suzuki-Miyaura coupling reactions for the synthesis of chiral biaryl compounds with a large steric substituent at the 2-position.

Authors:  Yongsu Li; Bendu Pan; Xuefeng He; Wang Xia; Yaqi Zhang; Hao Liang; Chitreddy V Subba Reddy; Rihui Cao; Liqin Qiu
Journal:  Beilstein J Org Chem       Date:  2020-05-11       Impact factor: 2.883

9.  Protected amino acids as a nonbonding source of chirality in induction of single-handed screw-sense to helical macromolecular catalysts.

Authors:  Shoma Ikeda; Ryohei Takeda; Takaya Fujie; Naoto Ariki; Yuuya Nagata; Michinori Suginome
Journal:  Chem Sci       Date:  2021-05-26       Impact factor: 9.825

10.  An enantioselective artificial Suzukiase based on the biotin-streptavidin technology.

Authors:  Anamitra Chatterjee; Hendrik Mallin; Juliane Klehr; Jaicy Vallapurackal; Aaron D Finke; Laura Vera; May Marsh; Thomas R Ward
Journal:  Chem Sci       Date:  2015-10-19       Impact factor: 9.825

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.