Cinchona alkaloid catalyzed enantioselective fluorination of allyl silanes, silyl enol ethers, and oxindoles
Cinchona alkaloid catalyzed enantioselective fluorination of allyl silanes, silyl enol ethers, and oxindoles
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DOI：
10.1002/anie.200800717
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发表时间：
2008-01-01
影响因子：
16.6
通讯作者：
Shiro, Motoo
中科院分区：
文献类型：
--
作者：
Ishimaru, Takehisa;Shibata, Norio;Shiro, Motoo
（给出的化学方程）催化变体：烯丙基硅烷和硅烯醇醚1是使用双烷基生物碱、n -氟苯磺酰亚胺（NFSI）和碱（见方案）的组合催化高度对映选择性氟脱硅基化的良好底物。药学上具有吸引力的3-芳基-3-氟芴醇，如3，也可以合成具有高对映选择性的化合物。
(Chemical Equation Presented) Catalytic variant: Allyl silanes and silyl enol ethers 1 are good substrates for the catalytic highly enantioselective fluorodesilylation using a combination of a biscinchona alkaloid, N-fluorobenzenesulfonimide (NFSI), and base (see scheme). Pharmaceutically attractive 3-aryl-3-fluorooxindoles such as 3 can also be synthesized with high enantioselectivity.