Concise synthesis of yingzhaosu C and epi-yingzhaosu C by peroxyl radical cyclization. Assignment of relative configuration

The antimalarial peroxide yingzhaosu C and its diastereoisomer ( epi-yingzhaosu C) have been synthesized by means of tandem peroxyl radical cyclization-oxygen entrapment. The relative configuration of yingzhaosu C is assigned as cis ( 3) on account of NMR data for both diastereoisomers, ( 2) and ( 3...

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Bibliographic Details
Published in:Tetrahedron letters 1995-06, Vol.36 (24), p.4167-4170
Main Authors: Boukouvalas, John, Pouliot, Roxane, Fréchette, Yvon
Format: Article
Language:English
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Summary:The antimalarial peroxide yingzhaosu C and its diastereoisomer ( epi-yingzhaosu C) have been synthesized by means of tandem peroxyl radical cyclization-oxygen entrapment. The relative configuration of yingzhaosu C is assigned as cis ( 3) on account of NMR data for both diastereoisomers, ( 2) and ( 3), and their precursors ( 8) and ( 9). Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(95)00714-N