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Synthetic studies on ecteinascidin 743 (b), an antitumor antibiotic, are described. The key reactions include: (1) an acylimmium ion-mediated stereoselective construction of the optically pure diazobicyclo (3.3.1) nonane nucleus 6, (2) a stereocontrolled Pictet-Spengler cyclization for the formation of tetrahydroisoquinoline 2, and (3) the attempted benzylic oxidation of the pentacyclic phenol 22.(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI
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