Literature DB >> 16986914

Highly efficient and reusable dendritic catalysts derived from N-prolylsulfonamide for the asymmetric direct aldol reaction in water.

Yongyong Wu1, Yazhu Zhang, Menglong Yu, Gang Zhao, Shaowu Wang.   

Abstract

The direct aldol reactions catalyzed by chiral dendritic catalysts derived from N-prolylsulfonamide gave the corresponding products in high isolated yields (up to 99%) with excellent anti diastereoselectivities (up to >99:1) and enantioselectivities (up to >99% ee) in water. In addition, catalyst 1e may be recovered by precipitation and filtration and reused for at least five times without loss of catalytic activity.

Entities:  

Year:  2006        PMID: 16986914     DOI: 10.1021/ol061418q

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


  10 in total

1.  N-(p-dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide: a practical proline mimetic for facilitating enantioselective aldol reactions.

Authors:  Hua Yang; Rich G Carter
Journal:  Org Lett       Date:  2008-09-23       Impact factor: 6.005

2.  Organocatalysis in water at room temperature with in-flask catalyst recycling.

Authors:  Bruce H Lipshutz; Subir Ghorai
Journal:  Org Lett       Date:  2011-12-19       Impact factor: 6.005

3.  Hydrophobic substituent effects on proline catalysis of aldol reactions in water.

Authors:  Qingquan Zhao; Yu-hong Lam; Mahboubeh Kheirabadi; Chongsong Xu; K N Houk; Christian E Schafmeister
Journal:  J Org Chem       Date:  2012-05-08       Impact factor: 4.354

4.  Development of an enantioselective route toward the Lycopodium alkaloids: total synthesis of lycopodine.

Authors:  Hua Yang; Rich G Carter
Journal:  J Org Chem       Date:  2010-08-06       Impact factor: 4.354

5.  Proline Sulfonamide-Based Organocatalysis: Better Late than Never.

Authors:  Hua Yang; Rich G Carter
Journal:  Synlett       Date:  2010-09-01       Impact factor: 2.454

6.  Highly stereoselective and scalable anti-aldol reactions using N-(p-dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide: scope and origins of stereoselectivities.

Authors:  Hua Yang; Subham Mahapatra; Paul Ha-Yeon Cheong; Rich G Carter
Journal:  J Org Chem       Date:  2010-11-05       Impact factor: 4.354

7.  Multivalent polyglycerol supported imidazolidin-4-one organocatalysts for enantioselective Friedel-Crafts alkylations.

Authors:  Tommaso Pecchioli; Manoj Kumar Muthyala; Rainer Haag; Mathias Christmann
Journal:  Beilstein J Org Chem       Date:  2015-05-12       Impact factor: 2.883

8.  Preparation of prolinamide with adamantane for aldol reaction catalysis in brine and separation using a poly(AN-MA-β-CD) nanofibrous film via host-guest interaction.

Authors:  Rui Wang; Enjie Xu; Zhenming Su; Haifeng Duan; Jinjin Wang; Longqi Xue; Yingjie Lin; Yaoxian Li; Zhonglin Wei; Qingbiao Yang
Journal:  RSC Adv       Date:  2018-08-07       Impact factor: 4.036

9.  Development of fructose-1,6-bisphosphate aldolase enzyme peptide mimics as biocatalysts in direct asymmetric aldol reactions.

Authors:  Thabo Peme; Dean Brady; Wanyama Juma; Maya Makatini
Journal:  RSC Adv       Date:  2021-11-15       Impact factor: 4.036

Review 10.  Nanoreactors for green catalysis.

Authors:  M Teresa De Martino; Loai K E A Abdelmohsen; Floris P J T Rutjes; Jan C M van Hest
Journal:  Beilstein J Org Chem       Date:  2018-03-29       Impact factor: 2.883

  10 in total

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