Approach to the Synthesis of Antitumor Quassinoids from Labdane Diterpenes:  An Efficient Synthesis of a Picrasane-Related Intermediate

The tetracyclic ketal 24, a suitable intermediate for the synthesis of antitumor pentacyclic quassinoids, has been efficiently prepared from communic acids (5a − c), via methyl ketone 9. The synthetic sequence from 9 to 24 consists of 15 steps in 12% overall yield.

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Bibliographic Details
Published in:Organic letters 2001-03, Vol.3 (5), p.647-650
Main Authors: Barrero, A. F, Alvarez-Manzaneda, E. J, Alvarez-Manzaneda, R, Chahboun, R, Meneses, R, Cuerva, J. M, Aparicio, M, Romera, J. L
Format: Article
Language:English
Subjects:
Antineoplastic Agents, Phytogenic - chemical synthesis
Diterpenes - chemical synthesis
Plants, Medicinal - chemistry
Quassins
Terpenes
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Summary:The tetracyclic ketal 24, a suitable intermediate for the synthesis of antitumor pentacyclic quassinoids, has been efficiently prepared from communic acids (5a − c), via methyl ketone 9. The synthetic sequence from 9 to 24 consists of 15 steps in 12% overall yield.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0065322