Journal of Organic Chemistry p. 4039 - 4047 (2016)
Update date:2022-08-17
Topics:
Yokoya, Masashi
Toyoshima, Ryoko
Suzuki, Toshihiro
Le, Vy H.
Williams, Robert M.
Saito, Naoki
A stereoselective total synthesis of (-)-Renieramycin T (1t) 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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Doi:10.1021/ja01853a010
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