Studies directed to the total synthesis of ET 743 and analogues thereof: an expeditious route to the ABFGH subunit.
[reaction: see text] In model studies directed to the total synthesis of Et743, a strategic S-C bond formation in systems 26 and 27 was demonstrated. It was further shown that Pictet-Spengler cyclization leading to spiro product 33 exhibits very high stereoselection.
Zhou
Bishan
B
Department of Chemistry, Columbia University, Havemeyer Hall, New York, New York 10027, USA.
Guo
Jinsong
J
Danishefsky
Samuel J
SJ
D000818:Animals; D018906:Antineoplastic Agents, Alkylating / Q000138:chemical synthesis*; D004149:Dioxoles / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D007546:Isoquinolines / Q000138:chemical synthesis*; D007783:Lactones; D008968:Molecular Conformation; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism; D044005:Tetrahydroisoquinolines; D000077606:Trabectedin; D014561:Urochordata / Q000737:chemistry*
D018906:Antineoplastic Agents, Alkylating; D004149:Dioxoles; D007202:Indicators and Reagents; D007546:Isoquinolines; D007783:Lactones; D013141:Spiro Compounds; D044005:Tetrahydroisoquinolines; D000077606:Trabectedin