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Bifunctionalized Allenes. Part XIII. A Convenient and Efficient Method for Regioselective Synthesis of Phosphorylated α-Hydroxyallenes with Protected and Unprotected Hydroxy Group
- Source :
- Molecules, Vol 19, Iss 5, Pp 6309-6329 (2014), Molecules, Volume 19, Issue 5, Pages 6309-6329
- Publication Year :
- 2014
- Publisher :
- MDPI AG, 2014.
-
Abstract
- The paper describes a convenient and efficient method for regioselective synthesis of phosphorylated α-hydroxyallenes using an atom economical [2,3]-sigmatropic rearrangement of intermediate propargyl phosphites or phosphinites. These can be readily prepared via reaction of protected alkynols with dimethyl chlorophosphite or chlorodiphenyl phosphine respectively in the presence of a base.
- Subjects :
- Phosphites
synthesis
2,3-sigmatropic rearrangement
[2,3]-sigmatropic rearrangement
Pharmaceutical Science
Stereoisomerism
Medicinal chemistry
hydroxy group protection
Article
Analytical Chemistry
lcsh:QD241-441
chemistry.chemical_compound
lcsh:Organic chemistry
Drug Discovery
Organic chemistry
Physical and Theoretical Chemistry
Phosphorylation
phosphorylated α-hydroxyallenes
Organic Chemistry
Hydroxy group
Regioselectivity
Alkadienes
Cross-Linking Reagents
chemistry
Chemistry (miscellaneous)
Propargyl
Molecular Medicine
Phosphine
Subjects
Details
- Language :
- English
- ISSN :
- 14203049
- Volume :
- 19
- Issue :
- 5
- Database :
- OpenAIRE
- Journal :
- Molecules
- Accession number :
- edsair.doi.dedup.....ca9b1f5116ea8ffbb3e882b6911aa767