Literature DB >> 15200326

A telluride-triggered nucleophilic ring opening of monoactivated cyclopropanes.

Dmitry V Avilov1, Mahesh G Malusare, Engin Arslancan, Donald C Dittmer.   

Abstract

[reaction: see text] Acylcyclopropanemethanol tosylates undergo rapid ring opening at room temperature by the action of lithium telluride to produce the enolate of a homoallylic ketone. The enolate can be protonated to yield the corresponding ketone or treated with benzaldehyde to give the aldol product with good syn or anti diastereoselectivity depending on the conditions.

Entities:  

Year:  2004        PMID: 15200326     DOI: 10.1021/ol0492804

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


  1 in total

1.  Lewis Acid-Catalyzed Halonium Generation for Morpholine Synthesis and Claisen Rearrangement.

Authors:  Jeewani P Ariyarathna; Nur-E Alom; Leo P Roberts; Navdeep Kaur; Fan Wu; Wei Li
Journal:  J Org Chem       Date:  2022-02-10       Impact factor: 4.198

  1 in total

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