Epoxides of bicyclic phospholane derivatives. Stereochemistry of epoxidation of 2-and 3-Phospholene oxides

…, C Symmes, ED Middlemas, HF Lawson

Index: Quin, Louis D.; Symmes, Courtland; Middlemas, Eric D.; Lawson, H. Franklin Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4688 - 4694

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Citation Number: 15

Abstract

1 2 specific; since the phosphorus function is tetrahedral, oxygen can be delivered from above or below the ring, but only one isomer was observed in each case. From results of dipole moment measurements? it was proposed that the single isomer of 1 formed has the anti arrangement of the two oxygen atoms, as a result of dipolar repulsions on approach of the reactants. Other workers have attempted to epoxidize the double bond when in the 2, ...