Association of Intramolecular Furan Diels-Alder Reaction and N-Acyliminium Alkylation for the Synthesis of Pentacyclic Precursor of Aromathecins

作者：Pin Frederic; Comesse Sebastien; Daich Adam^*

来源：Synlett, 2009, 2009(19): 3214-3218.

DOI：10.1055/s-0029-1218300

• benzoindolizino[1,2-b]quinolinone
• heterocycle
• N-acyliminium
• alpha-amidoalkylation
• Diels-Alder

A new approach for the synthesis of isoindoloquinoline and aromathecin templates is presented. These were obtained in a few steps starting from inexpensive reagents by two different strategies. The key step for both sequences was the IMFDA reaction, leading diastereoselectively to the formation of the unsaturated DE ring system of the expected alkaloid skeletons.

• 出版日期2009-12-1