Oxidation of 5-unsaturated 3β-hydroxy steroids 1 to the corresponding 4-en-3-one derivatives 2 can be performed efficiently by acetone at reflux in the presence of a catalytic system consisting of either (PPh3)3RuCl2 (3) and K2CO3 or [(C4Ph4COHOCC4Ph4)(μ-H)][(CO)4Ru2] (4). The reaction proceeds via a ruthenium-catalyzed dehydrogenation of 1 and subsequent hydrogen transfer to acetone with concomitant double bond migration.

Ruthenium-Catalyzed Oppenauer-Type Oxidation of 3β-Hydroxy Steroids. A Highly Efficient Entry into the Steroidal Hormones with 4-En-3-one Functionality

Genetic studies with tench, Tinca tinca L.: induced meiotic gynogenesis and sex reversal

Convenient preparative routes to 19-hydroxy, 19-oxo-, 19-oic-, and 19-nor-deoxycorticosterone

Diisopropoxyaluminium trifluoroacetate/ 4-nitrobenzaldehyde - a new oppenauer oxidation system for accelerated oxidation of secondary alcohols to the corresponding ketones

Richard Reich

Papers

Oppenauer Oxidations Using 1-Methyl-4-Piperidone as the Hydride Acceptor