Patrick Cléry

Highly regioselective monoalkylation of ketones via manganese enolates prepared from lithium enolates

Abstract Li-enolates are readily converted to Mn-enolates by treatment with manganese halides. In THF, the reaction is easily and economically performed with manganese chloride at room temperature. Mn-enolates can then be regioselectively monoalkylated in good yields. The formation of di and polyalkylated products is never observed (

Highly regioselective monoalkylation of ketones via manganese enolates prepared from manganese amides

Abstract Ketones are regioselectively converted to Mn-enolates by treatment with Mn-amides such as Ph(Me)NMnCl in THF at 20°C. Mn-enolates can then be regioselectively monoalkylated in good yields. The formation of di or polyalkylated products is never observed (

Highly regio and stereoselective preparation of Z silyl enol ethers and Z enol esters from ketones via manganese enolates

Mn-enolates are easily and quantitatively obtained under mild conditions (THF, −10°C to rt, 1h) by treatment of ketones with aromatic Mn-amides such as Ph(Me)NMnZ. They allow to prepare Z silyl enol ethers and Z enol esters in high yields and with an excellent regio- and stereoselectivity (kinetic product: ≥ 99%, Z/E: 937 to 1000).

Organomanga+nese (II) reagents XIV1: A short and efficient synthesis of diastereoisomeric (±)-α-bisabolols and (±)-chlorphenoxamine

Abstract Diastereoisomeric (±)-α-bisabolols ( 7 ), a sesquiterpenoid alcohol, and (±)-chlorphenoxamine ( 12 ), an antihistamine, have been prepared in excellent yields, Both these short and convenient syntheses involve as a key step the one-pot elaboration of a dissymmetrical tertiary alcohol via an organomanganese reagent ( 5 to 7 and 9 to 10 respectively).