高对映选择性的手性有机催化氮杂环丁酮的α-亚磺酰化反应。
Highly enantioselective organocatalytic α-sulfenylation of azlactones.
机构信息
Institute of Chemical Biology and ‡Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University , Kaifeng, Henan, China , 475004.
出版信息
Org Lett. 2014 Feb 7;16(3):672-5. doi: 10.1021/ol403303k. Epub 2014 Jan 16.
The first asymmetric α-sulfenylation of azlactones with N-(sulfanyl)succinimides has been developed by using cinchona alkaloid-derived squaramide as a catalyst and 4 Å molecular sieves as an additive. The reaction conditions were suitable to 4-alkyl and benzyl-substituted azlactones as well as N-(benzyl/alkyl/arylthio)succinimides, affording adducts with high enantioselectivities (81-94% ee).
手性噁唑啉酮与 N-(硫代)琥珀酰亚胺的不对称 α-亚磺酰化反应首次被开发出来，该反应使用了金鸡纳生物碱衍生的螺噁嗪酰胺作为催化剂和 4 Å 分子筛作为添加剂。反应条件适用于 4-烷基和苄基取代的噁唑啉酮以及 N-(苄基/烷基/芳基硫代)琥珀酰亚胺，得到的加成产物具有很高的对映选择性（81-94%ee）。
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