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Type: Journal article
Title: Biomimetic total synthesis of (±)-yezo'otogirin A
Other Titles: Biomimetic total synthesis of (+/-)-yezo'otogirin A
Author: Lam, H.
Kuan, K.
George, J.
Citation: Organic and Biomolecular Chemistry, 2014; 12(16):2519-2522
Publisher: Royal Society of Chemistry
Issue Date: 2014
ISSN: 1477-0520
Organisation: Institute for Photonics & Advanced Sensing (IPAS)
Statement of
Hiu C. Lam, Kevin K. W. Kuan and Jonathan H. George
Abstract: The total synthesis of yezo'otogirin A has been achieved via a biosynthetically-inspired strategy. Diastereoselective synthesis of pre-yezo'otogirin A, the proposed biosynthetic pre-cursor of yezo'otogirin A, was accomplished in eight steps from 3-ethoxy-2-cyclohexenone. A biomimetic oxidative radical cyclization was then used to construct the unique tricyclic ring system of yezo'otogirin A. The synthesis showcases the ability of biomimetic radical cyclizations to generate complex natural products from unprotected intermediates.
Keywords: Heterocyclic Compounds, 3-Ring
Molecular Conformation
Biomimetic Materials
Rights: © Royal Society of Chemistry 2014
DOI: 10.1039/c4ob00186a
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