Literature DB >> 23125466

Functionalized Cyclopropenes and Methylenecyclopropenes from Dianions of 3-Hydroxymethylcyclopropenes.

Matthew D Hassink1, Joseph M Fox.   

Abstract

1,2-Disubstituted-3-hydroxymethylcyclopropene derivatives have been synthesized by reacting the dianions of 1-alkyl-3-hydroxymethylcyclopropenes with a range of electrophiles. Additionally, a complementary procedure is described for one-pot sequential alkylation/rearrangement to provide a convenient synthesis of a chiral methylenecyclopropane directly from a 1-alkyl-3-hydroxymethylcyclopropene.

Entities:  

Year:  2012        PMID： 23125466      PMCID： PMC3486929          DOI： 10.1055/s-0031-1290822

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN： 0039-7881            Impact factor:   3.157


  33 in total

1.  Direct palladium-catalyzed arylation of cyclopropenes.

Authors:  Stepan Chuprakov; Michael Rubin; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2005-03-23       Impact factor: 15.419

2.  Diastereoselective synthesis of methylenecyclopropanes from chiral cyclopropene derivatives.

Authors:  Zhe Yang; Xiaocong Xie; Joseph M Fox
Journal:  Angew Chem Int Ed Engl       Date:  2006-06-12       Impact factor: 15.336

3.  Transition metal chemistry of cyclopropenes and cyclopropanes.

Authors:  Michael Rubin; Marina Rubina; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2007-07       Impact factor: 60.622

4.  Studies on the stability of cycloprop-2-ene carboxylate dianions and reactions with electrophiles.

Authors:  Laural A Fisher; Joseph M Fox
Journal:  J Org Chem       Date:  2008-10-14       Impact factor: 4.354

5.  A copper-catalyzed method for the facially selective addition of grignard reagents to cyclopropenes.

Authors:  Lian-An Liao; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2002-12-04       Impact factor: 15.419

6.  Theory-guided discovery of unique chemical transformations of cyclopropenes.

Authors:  Robin A Weatherhead-Kloster; E J Corey
Journal:  Org Lett       Date:  2006-01-05       Impact factor: 6.005

7.  N-Heterocyclic carbene (NHC)-catalyzed intermolecular hydroacylation of cyclopropenes.

Authors:  Xavier Bugaut; Fan Liu; Frank Glorius
Journal:  J Am Chem Soc       Date:  2011-05-05       Impact factor: 15.419

8.  Dirhodium(II) tetra(N-(dodecylbenzenesulfonyl)prolinate) catalyzed enantioselective cyclopropenation of alkynes.

Authors:  Huw M L Davies; Gene H Lee
Journal:  Org Lett       Date:  2004-04-15       Impact factor: 6.005

9.  Enantioselective synthesis of (-)-pentalenene.

Authors:  Mahesh K Pallerla; Joseph M Fox
Journal:  Org Lett       Date:  2007-11-22       Impact factor: 6.005

10.  Rh(2)(S-PTTL)(3)TPA-A Mixed Ligand Dirhodium(II) Catalyst for Enantioselective Reactions of α-Alkyl-α-Diazoesters.

Authors:  David T Boruta; Olga Dmitrenko; Glenn P A Yap; Joseph M Fox
Journal:  Chem Sci       Date:  2012-05       Impact factor: 9.825
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