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  • Mo(CO)6-mediated intramolecular Pauson-Khand reaction of substituted diethyl 3-allyloxy-1-propynylphosphonates.

Mo(CO)6-mediated intramolecular Pauson-Khand reaction of substituted diethyl 3-allyloxy-1-propynylphosphonates.

The Journal of organic chemistry (2008-12-26)
Dorit Moradov, Abed Al Aziz Al Quntar, Manar Youssef, Reem Smoum, Abraham Rubinstein, Morris Srebnik
ABSTRACT

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.

MATERIALS
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Brand
Product Description

Sigma-Aldrich
Propyne, ≥97%