Details

Autor(en) / Beteiligte

• Huw M. L. Davies
• Jin, Qihui
• Halpern, Jack

Titel

Catalytic Asymmetric Reactions for Organic Synthesis: The Combined C-H Activation/Cope Rearrangement

Ist Teil von

• Proceedings of the National Academy of Sciences - PNAS, 2004-04, Vol.101 (15), p.5472-5475

Ort / Verlag

United States: National Academy of Sciences

Erscheinungsjahr

2004

Quelle

EZB-FREE-00999 freely available EZB journals

Beschreibungen/Notizen

• The development of new catalytic asymmetric reactions can lead to exciting new strategies for organic synthesis. This article describes the synthetic utility of the combined C-H activation/Cope rearrangement, achieved by dirhodium tetraprolinate-catalyzed reaction of vinyldiazoacetates with compounds containing allylic C-H bonds. The transformation is highly diastereoselective and enantioselective. The product distribution, however, is highly substrate dependent, the major side products being either direct C-H activation or cyclopropanation.