Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 24, Pages 9594-9600Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo801159k
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Funding
- National Institutes Of Health [CA85419]
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A formal total synthesis of the potent anticancer agent Et-743 is described. The tetrahydroisoquinoline core is stereoselectively constructed using a novel radical cyclization of a glyoxalimine. Further elaboration of this core rapidly accessed the pentacyclic core of Et-743. but a mixture of regiosisomers was obtained in the key Pictet-Spengler ring closure. A known advanced intermediate in the synthesis of Et-743 was intercepted, constituting a formal synthesis of the molecule.
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