Literature DB >> 19950894

Novel, tunable, and efficient chiral bisdihydrobenzooxaphosphole ligands for asymmetric hydrogenation.

Wenjun Tang1, Bo Qu, Andrew G Capacci, Sonia Rodriguez, Xudong Wei, Nizar Haddad, Bikashandarkoil Narayanan, Shengli Ma, Nelu Grinberg, Nathan K Yee, Dhileep Krishnamurthy, Chris H Senanayake.   

Abstract

A series of novel, efficient, air-stable, and tunable chiral bisdihydrobenzooxaphosphole ligands (BIBOPs) were developed for rhodium-catalyzed hydrogenations of various functionalized olefins such as alpha-arylenamides, alpha-(acylamino)acrylic acid derivatives, beta-(acylamino)acrylates, and dimethyl itaconate with excellent enantioselectivities (up to 99% ee) and reactivities (up to 2000 TON).

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Year:  2010        PMID: 19950894     DOI: 10.1021/ol9025815

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  11 in total

1.  Modular monodentate oxaphospholane ligands: utility in highly efficient and enantioselective 1,4-diboration of 1,3-dienes.

Authors:  Christopher H Schuster; Bo Li; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-12       Impact factor: 15.336

2.  Sequential C-H Arylation and Enantioselective Hydrogenation Enables Ideal Asymmetric Entry to the Indenopiperidine Core of an 11β-HSD-1 Inhibitor.

Authors:  Xudong Wei; Bo Qu; Xingzhong Zeng; Jolaine Savoie; Keith R Fandrick; Jean-Nicolas Desrosiers; Sergei Tcyrulnikov; Maurice A Marsini; Frederic G Buono; Zhibin Li; Bing-Shiou Yang; Wenjun Tang; Nizar Haddad; Osvaldo Gutierrez; Jun Wang; Heewon Lee; Shengli Ma; Scot Campbell; Jon C Lorenz; Matthias Eckhardt; Frank Himmelsbach; Stefan Peters; Nitinchandra D Patel; Zhulin Tan; Nathan K Yee; Jinhua J Song; Frank Roschangar; Marisa C Kozlowski; Chris H Senanayake
Journal:  J Am Chem Soc       Date:  2016-11-17       Impact factor: 15.419

3.  Enantioselective Synthesis of 4-Methyl-3,4-dihydroisocoumarin via Asymmetric Hydroformylation of Styrene Derivatives.

Authors:  Bo Qu; Renchang Tan; Madison R Herling; Nizar Haddad; Nelu Grinberg; Marisa C Kozlowski; Xumu Zhang; Chris H Senanayake
Journal:  J Org Chem       Date:  2019-03-06       Impact factor: 4.354

4.  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

5.  Rational Design of New Dihydrobenzooxophosphole-Based Lewis Base Organocatalysts.

Authors:  Bo Qu; Lalith P Samankumara; Anjan Saha; Mac G Schumer; Zhengxu S Han; Nizar Haddad; Carl A Busacca; Nathan K Yee; Marisa C Kozlowski; Jinghua J Song; Chris H Senanayake
Journal:  Synlett       Date:  2020-04       Impact factor: 2.454

6.  Access to P-chiral sec- and tert-phosphine oxides enabled by Le-Phos-catalyzed asymmetric kinetic resolution.

Authors:  Haile Qiu; Qiang Dai; Jiafeng He; Wenbo Li; Junliang Zhang
Journal:  Chem Sci       Date:  2020-09-02       Impact factor: 9.825

7.  Copper-catalyzed asymmetric hydrogenation of 2-substituted ketones via dynamic kinetic resolution.

Authors:  Olga V Zatolochnaya; Sonia Rodríguez; Yongda Zhang; Kendricks S Lao; Sergei Tcyrulnikov; Guisheng Li; Xiao-Jun Wang; Bo Qu; Soumik Biswas; Hari P R Mangunuru; Daniel Rivalti; Joshua D Sieber; Jean-Nicolas Desrosiers; Joyce C Leung; Nelu Grinberg; Heewon Lee; Nizar Haddad; Nathan K Yee; Jinhua J Song; Marisa C Kozlowski; Chris H Senanayake
Journal:  Chem Sci       Date:  2018-04-23       Impact factor: 9.825

8.  Efficient syntheses of (-)-crinine and (-)-aspidospermidine, and the formal synthesis of (-)-minfiensine by enantioselective intramolecular dearomative cyclization.

Authors:  Kang Du; He Yang; Pan Guo; Liang Feng; Guangqing Xu; Qinghai Zhou; Lung Wa Chung; Wenjun Tang
Journal:  Chem Sci       Date:  2017-07-03       Impact factor: 9.825

9.  Preparation of 2-phospholene oxides by the isomerization of 3-phospholene oxides.

Authors:  Péter Bagi; Réka Herbay; Nikolett Péczka; Zoltán Mucsi; István Timári; And György Keglevich
Journal:  Beilstein J Org Chem       Date:  2020-04-22       Impact factor: 2.883

10.  A versatile catalyst system for enantioselective synthesis of 2-substituted 1,4-benzodioxanes.

Authors:  Eugene Chong; Bo Qu; Yongda Zhang; Zachary P Cannone; Joyce C Leung; Sergei Tcyrulnikov; Khoa D Nguyen; Nizar Haddad; Soumik Biswas; Xiaowen Hou; Katarzyna Kaczanowska; Michał Chwalba; Andrzej Tracz; Stefan Czarnocki; Jinhua J Song; Marisa C Kozlowski; Chris H Senanayake
Journal:  Chem Sci       Date:  2019-03-13       Impact factor: 9.825

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