Karen E. Rodriques

A procedure for “iodolactamization”

Abstract Treatment of an unsaturated amide with TMS-OTf, then iodine in THF gives the iodolactam.

Addition of aryllithium compounds to oxime ethers

Addition of non-stabilized organolithium reagents to O-alkyl aldoximes in the presence of boron trifluoride etherate gives rise to O-alkyl hydroxylamines. The Z oxime isomer preferentially reacts under these reaction conditions.

A novel route to cyclopropyl ketones, aldehydes, and carboxylic acids.

Abstract Cyclopropanation of α,β-unsaturated N-methoxy-N-methyl amides provided the cyclopropyl amides in far superior yields to those obtained with the corresponding ketones. The desired ketones are then readily accessible by the addition of organometallic reagents. Access to a variety functional groups, including aldehydes and carboxylic acids, is also described.