Synthetic investigations of (1, 3′)-bistetrahydroisoquinolines: towards pentacyclic analogues of piperazine core alkaloids
S Aubry, S Pellet-Rostaing, B Fenet, M Lemaire
Index: Aubry, Sylvain; Pellet-Rostaing, Stephane; Fenet, Bernard; Lemaire, Marc Tetrahedron Letters, 2006 , vol. 47, # 8 p. 1319 - 1323
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Citation Number: 22
Abstract
Synthetic investigations of (1, 3′)-bistetrahydroisoquinolines are reported as the key intermediates for the synthesis of ecteinascidin and phthalascidin pentacyclic structure analogues through successive Pictet–Spengler cyclization and intramolecular peptide coupling. The direct Pictet–Spengler reaction between a derivative of l-DOPA and N- protected-α-aminoaldehyde was first extended to the synthesis of cis-(1, 3′)- ...
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