有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
総説および総合論文
光学活性な超原子価ヨウ素(III)によるアルケンの不斉酸化
藤田 守文
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2016 年 74 巻 3 号 p. 233-242

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This article highlights my recent studies on development of optically active hypervalent iodine(III) reagents which have a chiral side chain derived from lactic acid. The lactate chiral side chain may nucleophilically interact with the iodine atom, and the interaction induces pseudo chirality of the iodine atom. Owing to the pseudo chirality, the iodine(III) reagent is able to highly distinguish the enantioface of an alkene substrate. Actually, the lactate-based hypervalent iodine(III) reagents have been used for various types of enantioselective oxidation leading to high ee. One of the stereoselective oxidations is applied to a crucial step for the asymmetric synthesis of 4-oxyisochroman-1-one natural products.

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