A Mild and Selective Reduction of beta-Lactams: Rh-Catalyzed Hydrosilylation towards Important Pharmacological Building Blocks

作者：Bornschein Christoph; Lennox Alastair J J; Werkmeister Svenja; Junge Kathrin; Beller Matthias^*

来源：European Journal of Organic Chemistry, 2015, 2015(9): 1915-1919.

DOI：10.1002/ejoc.201403655

• Azetidines
• Hydrosilylation
• Lactams
• Reduction
• Rhodium

Four-membered N-heterocyclic compounds exhibit a broad range of pharmacological activities. Herein, we report a useful rhodium-catalyzed protocol for the activation of phenylsilane to reduce tertiary -lactams. Reaction with the tertiary amides was selective over secondary amides, esters, olefins and nitriles, with no erosion of stereochemistry. A one-pot protocol from commercially available starting materials and a selective reduction of a complex penicillin derivative demonstrate the synthetic utility of this facile procedure.

• 出版日期2015-3