Literature DB >> 17939677

The influence of a beta-electron withdrawing substituent in aldol reactions of methylketone boron enolates.

Luiz C Dias1, Anderson A de Marchi, Marco A B Ferreira, Andrea M Aguilar.   

Abstract

We wish to describe here that good levels of substrate-based, 1,5-syn-stereocontrol could be achieved in the boron-mediated aldol reactions of beta-trichloromethyl methylketones with achiral aldehydes, independent of the nature of the beta-alkoxy protecting group.

Entities:  

Year:  2007        PMID: 17939677     DOI: 10.1021/ol702204h

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


  2 in total

1.  Super silyl stereo-directing groups for complete 1,5-syn and -anti stereoselectivities in the aldol reactions of beta-siloxy methyl ketones with aldehydes.

Authors:  Yousuke Yamaoka; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2010-04-21       Impact factor: 15.419

2.  5,5,5-Trichloropent-3-en-one as a Precursor of 1,3-Bi-centered Electrophile in Reactions with Arenes in Brønsted Superacid CF3SO3H. Synthesis of 3-Methyl-1-trichloromethylindenes.

Authors:  Ivan A Shershnev; Irina A Boyarskaya; Aleksander V Vasilyev
Journal:  Molecules       Date:  2022-10-07       Impact factor: 4.927

  2 in total

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