1085372-83-3Relevant academic research and scientific papers
A diastereoselective total synthesis of trans-trikentrin A: A ring contraction approach
Silva Jr., Luiz F.,Craveiro, Marcus V.
supporting information; experimental part, p. 5417 - 5420 (2009/06/06)
(Chemical Equation Presented) A new route to obtain the polyalkylated indole (±)-trans-trikentrin A was developed. The synthesis of this natural alkaloid features a thallium(III)-mediated ring contraction reaction to obtain the trans-1,3-disubstituted five-membered ring in a diastereoselective manner. Thallium(III) is chemoselective in this rearrangement, reacting with the olefin without oxidation of the indole moiety. Other key transformations are the Bartoli's reaction to construct the heterocyclic ring and a Heck coupling to add the carbons atom that will originate the nonaromatic cycle.
