Literature DB >> 22961632

Enantioselective decarboxylative amination: synthesis of axially chiral allenyl amines.

Baoqiang Wan1, Shengming Ma.   

Abstract

Getting axed: synthesis of the title amines, bearing functionality (R(1) and R(2)), involves the enantioselective palladium-catalyzed decarboxylation of allenyl N-tosylcarbamates. The reaction proceeds smoothly using both the chiral ligands (S)- and (R)-DTBM-Segphos (1) to afford the allenyl amines in good yields and with high enantioseletivities.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22961632     DOI: 10.1002/anie.201204796

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  5 in total

1.  Phase-transfer-catalysed asymmetric synthesis of tetrasubstituted allenes.

Authors:  Takuya Hashimoto; Kazuki Sakata; Fumiko Tamakuni; Mark J Dutton; Keiji Maruoka
Journal:  Nat Chem       Date:  2013-02-10       Impact factor: 24.427

2.  Pd-catalyzed asymmetric β-hydride elimination en route to chiral allenes.

Authors:  Ian T Crouch; Robynne K Neff; Doug E Frantz
Journal:  J Am Chem Soc       Date:  2013-03-19       Impact factor: 15.419

3.  Efficient Synthesis of Chiral Trisubstituted 1,2-Allenyl Ketones by Catalytic Asymmetric Conjugate Addition of Malonic Esters to Enynes.

Authors:  Qian Yao; Yuting Liao; Lili Lin; Xiaobin Lin; Jie Ji; Xiaohua Liu; Xiaoming Feng
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-22       Impact factor: 15.336

4.  Copper Hydride Catalyzed Enantioselective Synthesis of Axially Chiral 1,3-Disubstituted Allenes.

Authors:  Liela Bayeh-Romero; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2019-08-21       Impact factor: 15.419

5.  Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes, Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted Allenes.

Authors:  Eri Sawano; Masamichi Ogasawara
Journal:  ACS Omega       Date:  2019-11-08
  5 in total

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