Literature DB >> 33779017

Stereoselective Sc(OTf)3 -Catalyzed Aldol Reactions of Disubstituted Silyl Enol Ethers of Aldehydes with Acetals.

Peter-Yong Wang1, Itai Massad1, Ilan Marek1.   

Abstract

Facile and modular access to stereodefined disubstituted aldehyde-derived silyl enol ethers allowed their successful application in a stereoselective aldol reaction affording the products with excellent yields and diastereomeric ratios. The counter-intuitive stereochemical behavior of this Mukaiyama-aldol reaction is accounted for by a non-classical open transition state.
© 2021 Wiley-VCH GmbH.

Entities:  

Keywords:  Mukaiyama-aldol reaction; acetals; enolates; scandium; selectivity

Year:  2021        PMID: 33779017     DOI: 10.1002/anie.202101634

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  1 in total

1.  Silver-Catalyzed Controlled Intermolecular Cross-Coupling of Silyl Enol Ethers: Scalable Access to 1,4-Diketones.

Authors:  Li Xu; Xiaoyi Liu; Gregory R Alvey; Andrey Shatskiy; Jian-Quan Liu; Markus D Kärkäs; Xiang-Shan Wang
Journal:  Org Lett       Date:  2022-06-17       Impact factor: 6.072

  1 in total

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