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Organic Letters

Organic Letters

IF: 4.9
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Expeditious Total Syntheses of Camptothecin and 10-Hydroxycamptothecin

Published:7 November 2008 DOI: 10.1021/ol802250y PMID: 18991442
Guan-Sai Liu, Qing-Li Dong, Yuan-Shan Yao, Zhu-Jun Yao

Abstract

New expeditious total syntheses of (S)-camptothecin (16% overall yield, 95% ee) and (S)-10-hydroxycamptothecin (14% overall yield, 99% ee) have been accomplished, respectively, starting from readily available and inexpensive materials. Development, optimization, and successful application of the cascade reaction consisting of a pyrrolidine-catalyzed Michael addition, an intramolecular aldol condensation, and an oxidative aromatization, the intramolecular oxa Diels?Alder cycloaddition, and the Sharpless asymmetric dihydroxylation make these two new syntheses more efficient and straightforward.

Substances (7)

Related products
Procduct Name CAS Molecular Formula Supplier Price
(+)-Camptothecin 7689-03-4 C20H16N2O4 747 suppliers $9.00-$1900.44
Pyrrolidine 123-75-1 C4H9N 645 suppliers $10.00-$2213.86
10-Hydroxycamptothecin 19685-09-7 C20H16N2O5 514 suppliers $7.00-$1795.00
10-Hydroxycamptothecin 64439-81-2 C20H16N2O5 283 suppliers $12.00-$1500.00
10-HYDROXYCAMPTOTHECIN 130194-92-2 C20H16N2O5 76 suppliers Inquiry
10-Hydroxycamptothecin 73427-87-9 C24H22N2O7 1 suppliers Inquiry
10-hydroxycamptothecin 1217808-43-9 C22H20N2O7 - Inquiry

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