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 H(b) (where applicable). The stereochemistry was determined via both NMR and crystal X-ray analysis.
Moradov
Dorit
D
Department of Medicinal Chemistry and Natural Products, Hebrew University in Jerusalem, Jerusalem 91120, Israel.
Al Quntar
Abed Al Aziz
AA
Youssef
Manar
M
Smoum
Reem
R
Rubinstein
Abraham
A
Srebnik
Morris
M
D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis*; D002248:Carbon Monoxide / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D008024:Ligands; D015394:Molecular Structure; D008982:Molybdenum / Q000737:chemistry*; D063065:Organophosphonates / Q000138:chemical synthesis / Q000737:chemistry*
D000480:Alkynes; D019086:Bridged Bicyclo Compounds, Heterocyclic; D008024:Ligands; D063065:Organophosphonates; C022030:methylacetylene; D002248:Carbon Monoxide; D008982:Molybdenum