Literature DB >> 15898756

Catalytic enantioselective thioester aldol reactions that are compatible with protic functional groups.

Derek Magdziak1, Gojko Lalic, Hong Myung Lee, Kevin C Fortner, Allen D Aloise, Matthew D Shair.   

Abstract

This communication reports highly enantioselective and diastereoselective methyl malonic acid half thioester (MeMAHT) aldol reactions that are compatible with protic functional groups and enolizable aldehydes, affording syn S-phenyl thiopropionates.

Entities:  

Year:  2005        PMID： 15898756     DOI： 10.1021/ja051759j

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


  15 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.  Catalytic asymmetric Claisen rearrangement of enolphosphonates: construction of vicinal tertiary and all-carbon quaternary centers.

Authors:  Jiajing Tan; Cheol-Hong Cheon; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2012-07-23       Impact factor: 15.336

3.  Enantioselective aldol reactions with masked fluoroacetates.

Authors:  Jakub Saadi; Helma Wennemers
Journal:  Nat Chem       Date:  2016-01-18       Impact factor: 24.427

4.  Copper(II)-Catalyzed Tandem Decarboxylative Michael/Aldol Reactions Leading to the Formation of Functionalized Cyclohexenones.

Authors:  Jeonghyo Lee; Sibin Wang; Miranda Callahan; Pavel Nagorny
Journal:  Org Lett       Date:  2018-03-21       Impact factor: 6.005

5.  Biocatalytic synthesis of pikromycin, methymycin, neomethymycin, novamethymycin, and ketomethymycin.

Authors:  Douglas A Hansen; Christopher M Rath; Eli B Eisman; Alison R H Narayan; Jeffrey D Kittendorf; Jonathan D Mortison; Yeo Joon Yoon; David H Sherman
Journal:  J Am Chem Soc       Date:  2013-07-18       Impact factor: 15.419

6.  Enantioselective synthesis of alpha,alpha-disubstituted cyclopentenes by an N-heterocyclic carbene-catalyzed desymmetrization of 1,3-diketones.

Authors:  Manabu Wadamoto; Eric M Phillips; Troy E Reynolds; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2007-07-31       Impact factor: 15.419

7.  Tandem Rh-catalysis: decarboxylative β-keto acid and alkyne cross-coupling.

Authors:  Faben A Cruz; Zhiwei Chen; Sarah I Kurtoic; Vy M Dong
Journal:  Chem Commun (Camb)       Date:  2016-04-04       Impact factor: 6.222

8.  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

9.  Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones.

Authors:  Chunhui Jiang; Fangrui Zhong; Yixin Lu
Journal:  Beilstein J Org Chem       Date:  2012-08-13       Impact factor: 2.883

10.  Titania-promoted carboxylic acid alkylations of alkenes and cascade addition-cyclizations.

Authors:  David W Manley; Roy T McBurney; Phillip Miller; John C Walton; Andrew Mills; Christopher O'Rourke
Journal:  J Org Chem       Date:  2014-01-28       Impact factor: 4.354
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