Anionic Cascade Reaction Followed by Silylative Dieckmann Cyclization: A Straightforward Route to Tricyclic Fused Ring Systems Starting from Alkynyl Esters Tethered to Bicyclo[n.2.0]alkanones

作者：Rietsch Vincent; Miesch Laurence; Yamashita Daisuke; Miesch Michel^*

来源：European Journal of Organic Chemistry, 2010, (36): 6944-6948.

DOI：10.1002/ejoc.201000986

• Alkynyl esters
• Fused ring systems
• Domino reactions
• Cyclization
• Diastereoselectivity

The successive addition of sodium ethoxide and TBSOTf (or TMSOTf) to alkynyl esters tethered to bicyclo[n.2.0]alkanones (n = 3-5) promoted a domino anionic reaction and a Dieckmann condensation, respectively, which led to 5-6-5, 6-6-5, and 7-6-5 tricyclic fused ring systems. These systems represent relevant substructures of numerous bioactive compounds.

• 出版日期2010-12