85083-91-6Relevant academic research and scientific papers
Tandem intramolecular Diels-Alder (TIMDA) reactions: Branched substrate studies and new synthetic pathways
Brodney,O'Leary,Hansen,Giguere
, p. 521 - 531 (1995)
Using a malonic ester route, the first branched tandem intramolecular Diels-Alder (TIMDA) precursor, 3, was synthesized from sorbic acid in seven steps (15% overall yield). Treatment with Lewis acid catalysts (e.g., boron trifluoride etherate) affects the TIMDA reaction to afford a new fused-tetracyclic, 4, as two diastereomers (1:1). An alternative synthetic route to key intermediates used in the synthesis of linear TIMDA precursors has also been achieved.
