Total synthesis of (±)-pallambins C and D

The first total synthesis of (±)-pallambins C and D has been accomplished in a linear 38 step reaction from (±)-Wieland-Miescher ketone. The key conversions are featured as follows: a Grob fragmentation-intramolecular aldol cyclization and a thiourea/palladium-catalyzed carbonylative annulation.

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2012-09, Vol.48 (68), p.8517-8519
Main Authors: Xu, Xue-Song, Li, Zhen-Wu, Zhang, Yi-Jun, Peng, Xiao-Shui, Wong, Henry N C
Format: Article
Language:English
Subjects:
Aldehydes - chemistry
Catalysis
Cyclization
Diterpenes - chemical synthesis
Diterpenes - chemistry
Palladium - chemistry
Stereoisomerism
Thiourea - chemistry
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Summary:The first total synthesis of (±)-pallambins C and D has been accomplished in a linear 38 step reaction from (±)-Wieland-Miescher ketone. The key conversions are featured as follows: a Grob fragmentation-intramolecular aldol cyclization and a thiourea/palladium-catalyzed carbonylative annulation.
ISSN:1359-7345
1364-548X
DOI:10.1039/c2cc34310j