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|Title:||A bismuth(III)-catalyzed friedel-crafts cyclization and stereocontrolled organocatalytic approach to (-)-platensimycin|
|Citation:||Eey, S.T.-C., Lear, M.J. (2010-12-03). A bismuth(III)-catalyzed friedel-crafts cyclization and stereocontrolled organocatalytic approach to (-)-platensimycin. Organic Letters 12 (23) : 5510-5513. ScholarBank@NUS Repository. https://doi.org/10.1021/ol102390t|
|Abstract:||A high yielding route to the (-)-platensimycin core is communicated. This entailed the discovery of Bi(OTf)3 to catalyze a Friedel-Crafts cyclization of a free lactol, supplemented by LiClO4 to suppress the Lewis basicity of the sulfonate group. After TBAF-promoted cyclodearomatization, a diastereoselective conjugate reduction of a dienone was achieved by adopting amine-based organocatalytic rationales to reverse the inherent steric control of the substrate. © 2010 American Chemical Society.|
|Source Title:||Organic Letters|
|Appears in Collections:||Staff Publications|
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