Literature DB >> 16819844

Highly anti-selective catalytic aldol reactions of amides with aldehydes.

Susumu Saito1, Shu Kobayashi.   

Abstract

Barium phenoxide-catalyzed, highly anti-selective direct-type aldol reactions of amides with aldehydes have been developed. In the presence of a slight excess amount of an amide, the desired reactions proceeded smoothly under mild conditions, and a wide range of aromatic, heterocyclic, alpha,beta-unsaturated aldehydes were applicable to afford the desired adducts in high yields with high anti-selectivities. A catalytic, enantioselective reaction of an amide with an aldehyde using a chiral ligand is also described.

Entities:  

Mesh:

Substances:

Year:  2006        PMID: 16819844     DOI: 10.1021/ja061221t

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


  7 in total

1.  Base-catalyzed direct aldolization of α-alkyl-α-hydroxy trialkyl phosphonoacetates.

Authors:  Michael T Corbett; Daisuke Uraguchi; Takashi Ooi; Jeffrey S Johnson
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-04       Impact factor: 15.336

2.  Chiral calcium VAPOL phosphate mediated asymmetric chlorination and Michael reactions of 3-substituted oxindoles.

Authors:  Wenhua Zheng; Zuhui Zhang; Matthew J Kaplan; Jon C Antilla
Journal:  J Am Chem Soc       Date:  2011-02-22       Impact factor: 15.419

3.  Higher-Order Cyclopropenimine Superbases: Direct Neutral Brønsted Base Catalyzed Michael Reactions with α-Aryl Esters.

Authors:  Eric D Nacsa; Tristan H Lambert
Journal:  J Am Chem Soc       Date:  2015-08-04       Impact factor: 15.419

4.  Magnesium-catalyzed asymmetric direct aldol addition of ethyl diazoacetate to aromatic, aliphatic, and alpha,beta-unsaturated aldehydes.

Authors:  Barry M Trost; Sushant Malhotra; Benjamin A Fried
Journal:  J Am Chem Soc       Date:  2009-02-11       Impact factor: 15.419

5.  Diastereo- and enantioselective iridium-catalyzed allylation of cyclic ketone enolates: synergetic effect of ligands and barium enolates.

Authors:  Wenyong Chen; Ming Chen; John F Hartwig
Journal:  J Am Chem Soc       Date:  2014-10-30       Impact factor: 15.419

6.  Catalytic asymmetric synthesis of CF3-substituted tertiary propargylic alcohols via direct aldol reaction of α-N3 amide.

Authors:  Hidetoshi Noda; Fuyuki Amemiya; Karin Weidner; Naoya Kumagai; Masakatsu Shibasaki
Journal:  Chem Sci       Date:  2017-03-02       Impact factor: 9.825

7.  Managing the retro-pathway in direct catalytic asymmetric aldol reactions of thioamides.

Authors:  Youmei Bao; Naoya Kumagai; Masakatsu Shibasaki
Journal:  Chem Sci       Date:  2015-08-07       Impact factor: 9.825

  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.