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Prof. Dr. Morifumi Fujita, Yasushi Yoshida, Kazuyuki Miyata, Dr. Akihiro Wakisaka and Prof. Dr. Takashi Sugimura Enantiodifferentiating endo-Selective Oxylactonization of ortho-Alk-1-enylbenzoate with a Lactate-Derived Aryl-λ3-Iodane Angewandte Chemie International Edition 49

Version of Record online: 18 AUG 2010 | DOI: 10.1002/anie.201003503

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It's the hype: The asymmetric synthesis of 3-alkyl-4-oxyisochroman-1-one is achieved by oxylactonization of ortho-alk-1-enylbenzoate with a series of optically active hypervalent iodine(III) reagents prepared from lactate or valine as a chiral source (see scheme). The oxylactonization is highly regio-, diastereo-, and enantioselective.

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