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Synthesis 2012; 44(18): 2843-2850
DOI: 10.1055/s-0031-1290822
DOI: 10.1055/s-0031-1290822
special topic
Functionalized Cyclopropenes and Methylenecyclopropenes from Dianions of 3-Hydroxymethylcyclopropenes
Weitere Informationen
Publikationsverlauf
Received: 29. Februar 2012
Accepted: 09. März 2012
Publikationsdatum:
08. Mai 2012 (online)
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.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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For related work with allylic hydroxy substitutents, see:
Reduction with allylic transposition, see:
For allylic chlorination, see:
For sigmatropic rearrangement, see: