Mo(CO)6-Mediated Intramolecular Pauson−Khand Reaction of Substituted Diethyl 3-Allyloxy-1-Propynylphosphonates

Cyclisation of diethyl 3-allyloxy-1-propynylphosphonates with Mo(CO)6 under PK conditions to give 3-substituted-5-oxo-3,5,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-ylphosphonate, 2a−h, in 45−88% isolated yields was done. The R groups are always syn with Hb (where applicable). The stereochemistry was d...

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Veröffentlicht in:	Journal of organic chemistry 2009-02, Vol.74 (3), p.1029-1033
Hauptverfasser:	Moradov, Dorit, Quntar, Abed Al Aziz Al, Youssef, Manar, Smoum, Reem, Rubinstein, Abraham, Srebnik, Morris
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkynes - chemical synthesis Alkynes - chemistry Bridged Bicyclo Compounds, Heterocyclic - chemical synthesis Carbon Monoxide - chemistry Chemistry Crystallography, X-Ray Cyclization Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Ligands Molecular Structure Molybdenum - chemistry Organic chemistry Organophosphonates - chemical synthesis Organophosphonates - chemistry Preparations and properties
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Zusammenfassung:	Cyclisation of diethyl 3-allyloxy-1-propynylphosphonates with Mo(CO)6 under PK conditions to give 3-substituted-5-oxo-3,5,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-ylphosphonate, 2a−h, in 45−88% isolated yields was done. The R groups are always syn with Hb (where applicable). The stereochemistry was determined via both NMR and crystal X-ray analysis.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo801988k