Enantioselective synthesis of [1,2]-oxazinone scaffolds and [1,2]-oxazine core structures of FR900482

Several chiral unsaturated [1,2]-oxazinone heterocycles have been synthesized by iridium-catalyzed allylic substitution and ring-closing metathesis (RCM) reaction in high yields with excellent enantiomeric excesses. In addition, the synthesis of [1,2]-oxazine core structures of FR900482 was achieved...

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Bibliographic Details
Published in:Tetrahedron 2008-02, Vol.64 (6), p.1040-1048
Main Authors: Reddy, Valluru Krishna, Miyabe, Hideto, Yamauchi, Masashige, Takemoto, Yoshiji
Format: Article
Language:English
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Summary:Several chiral unsaturated [1,2]-oxazinone heterocycles have been synthesized by iridium-catalyzed allylic substitution and ring-closing metathesis (RCM) reaction in high yields with excellent enantiomeric excesses. In addition, the synthesis of [1,2]-oxazine core structures of FR900482 was achieved via iridium-catalyzed allylic substitution, followed by RCM and Heck reactions, respectively. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2007.07.071