Literature DB >> 18512907

Cooperative catalysis with chiral Brønsted acid-Rh2(OAc)4: highly enantioselective three-component reactions of diazo compounds with alcohols and imines.

Wenhao Hu1, Xinfang Xu, Jing Zhou, Wei-Jun Liu, Haoxi Huang, Juan Hu, Liping Yang, Liu-Zhu Gong.   

Abstract

An asymmetric three-component reaction of diazo compounds and alcohols with imines catalyzed cooperatively by a rhodium complex and a chiral Brønsted acid provides a general and efficient entry to beta-amino-alpha-hydroxyl acid derivatives in high yields with excellent stereoselectivities.

Entities:  

Year:  2008        PMID： 18512907     DOI： 10.1021/ja801755z

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


  19 in total

1.  Cooperative N-heterocyclic carbene/Lewis acid catalysis for highly stereoselective annulation reactions with homoenolates.

Authors:  Benoit Cardinal-David; Dustin E A Raup; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2010-04-21       Impact factor: 15.419

2.  Highly enantioselective trapping of zwitterionic intermediates by imines.

Authors:  Huang Qiu; Ming Li; Li-Qin Jiang; Feng-Ping Lv; Li Zan; Chang-Wei Zhai; Michael P Doyle; Wen-Hao Hu
Journal:  Nat Chem       Date:  2012-07-29       Impact factor: 24.427

3.  Highly enantioselective Mannich reactions with α-aryl silyl ketene acetals and imines.

Authors:  Gregory T Notte; Jenny M Baxter Vu; James L Leighton
Journal:  Org Lett       Date:  2011-01-14       Impact factor: 6.005

4.  Asymmetric Synthesis of Highly Functionalized Cyclopentanes by a Rhodium- and Scandium-Catalyzed Five-Step Domino Sequence.

Authors:  Brendan T Parr; Zhanjie Li; Huw M L Davies
Journal:  Chem Sci       Date:  2011-09-02       Impact factor: 9.825

5.  Enantioselective α-vinylation of aldehydes via the synergistic combination of copper and amine catalysis.

Authors:  Eduardas Skucas; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2012-05-29       Impact factor: 15.419

6.  A Reactivity-Driven Approach to the Discovery and Development of Gold-Catalyzed Organic Reactions.

Authors:  Nathan D Shapiro; F Dean Toste
Journal:  Synlett       Date:  2010-03-01       Impact factor: 2.454

7.  N-heterocyclic carbene and Brønsted acid cooperative catalysis: asymmetric synthesis of trans-γ-lactams.

Authors:  Xiaodan Zhao; Daniel A DiRocco; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2011-07-25       Impact factor: 15.419

8.  Synergistic Catalysis: A Powerful Synthetic Strategy for New Reaction Development.

Authors:  Anna E Allen; David W C Macmillan
Journal:  Chem Sci       Date:  2012-01-25       Impact factor: 9.825

9.  Multicomponent Mannich reactions with boron enolates derived from diazo esters and 9-BBN.

Authors:  Yi Luan; Scott E Schaus
Journal:  Org Lett       Date:  2011-04-07       Impact factor: 6.005

Review 10.  Asymmetric ion-pairing catalysis.

Authors:  Katrien Brak; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-28       Impact factor: 15.336
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