Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 10, Pages 4039-4047Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00327
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Funding
- Japan Society for the Promotion of Science (JSPS) [15K07873]
- National Institutes of Health [1RO1 CA085419]
- Grants-in-Aid for Scientific Research [15K07873] Funding Source: KAKEN
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A stereoselective total synthesis of (-)-Renieramycin T (It) from a key tetrahydroisoquinoline intermediate previously utilized in our formal total synthesis of Ecteinascidin 743 is described. The synthesis features a concise approach for construction of the pentacyclic framework using a Pictet Spengler cyclization of bromo-substituted carbinolamine 17, which obviates the regioselectivity problem of the Pictet Spengler cyclization. The results of cytotoxicity studies are also presented.
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