Literature DB >> 11529794

Electrophilic cyclizations of vinylcyclopropanols to tethered aldehydes.

J H Youn1, J Lee, J K Cha.   

Abstract

[reaction: see text]. The intramolecular, stereoselective addition of 1-vinylcyclopropanols to tethered aldehydes has been achieved under mild conditions. Thus, sequential application of the titanium-mediated cyclopropanation of alpha,beta-unsaturated esters and the electrophilic cyclization of the aldehyde-tethered cyclopropanol products provides the facile formation of carbocyclic rings.

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Year:  2001        PMID: 11529794     DOI: 10.1021/ol016490x

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


  2 in total

1.  Diastereoselective Prins-type reaction of cycloalkenylcyclopropanol silyl ethers and alpha,beta-unsaturated aldehyde acetals.

Authors:  Ivan L Lysenko; Heong-Sub Oh; Jin Kun Cha
Journal:  J Org Chem       Date:  2007-09-13       Impact factor: 4.354

2.  Au(I)-catalyzed ring expanding cycloisomerizations: total synthesis of ventricosene.

Authors:  Steven G Sethofer; Steven T Staben; Olivia Y Hung; F Dean Toste
Journal:  Org Lett       Date:  2008-08-30       Impact factor: 6.005

  2 in total

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