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Enantioselective synthesis of the lomaiviticin aglycon full carbon skeleton reveals remarkable remote substituent effects during the dimerization event

Cited 40 time in Web of Science Cited 40 time in Scopus
Authors

Lee, Hong Geun; Ahn, Jae Young; Lee, Amy S.; Shair, Matthew D.

Issue Date
2010
Publisher
John Wiley & Sons Ltd.
Citation
Chemistry - A European Journal, Vol.16 No.44, pp.13058-13062
Abstract
A full carbon skeleton of the natural product lomaiviticin has been synthesized. The approach features anionic annulation reactions to deliver A and B rings of the natural product, and stereoselective oxidative enolate coupling to form the central C2-C2′ σ bond. In the course of the investigation, a remarkable substituent effect at C11 position was observed. © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
ISSN
0947-6539
URI
https://hdl.handle.net/10371/199278
DOI
https://doi.org/10.1002/chem.201002157
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