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Asymmetric Total Syntheses of (-)-Variabilin and (-)-Glycinol

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卷 13, 期 14, 页码 3686-3689

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AMER CHEMICAL SOC
DOI: 10.1021/ol201332u

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  1. NIH

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Total syntheses of (-)-variabilin and (-)-glycinol have been accomplished, using the catalytic, asymmetric Interrupted Feist-Benary reaction (IFB) as the key transformation to introduce both stereogenic centers. A monoquinidine pyrimidinyl ether catalyst affords the IFB products In over 90% ee in both cases. Other key steps include an intramolecular Buohwald-Hartwig coupling and a nickel-catalyzed aryl tosylate reduction.

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