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J Am Chem Soc. 2010 Sep 8;132(35):12226-7. doi: 10.1021/ja106116v.

Asymmetric total synthesis of trilobacin via organoselenium-mediated oxonium ion formation/SiO2-promoted fragmentation.

Author information

1
College of Pharmacy, Seoul National University, Seoul 151-742, Korea.

Abstract

An asymmetric total synthesis of trilobacin (1), an annonaceous acetogenin with potent anticancer activities, was accomplished wherein the construction of its erythro-bis(2,2')-tetrahydrofuran core 2 featured a novel organoselenium-mediated oxonium ion formation/SiO(2)-promoted fragmentation of alpha,alpha'-cis-oxocene 3.

PMID:
20701317
DOI:
10.1021/ja106116v
[Indexed for MEDLINE]

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