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Iridium/f‐Amphol‐catalyzed Efficient Asymmetric Hydrogenation of Benzo‐fused Cyclic Ketones
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2018-10-07 , DOI: 10.1002/adsc.201800839
Congcong Yin 1 , Xiu-Qin Dong 1 , Xumu Zhang 1, 2
Affiliation  

Iridium/f‐Amphol‐catalyzed asymmetric hydrogenation of various benzo‐fused five to seven‐membered cyclic ketones was successfully developed, affording a series of chiral benzo‐fused cyclic alcohols with excellent results (75%–99% yields, 93%–>99% ee, and TON up to 297 000). The enantioenriched products can be employed as key intermediates or motifs for the synthesis of some important biologically active compounds, such as rasagiline mesylate TVP‐1012 used for the treatment of Parkinson's disease, the enantiomer of anticonvulsant drug eslicarbazepine acetate (BIA 2‐093).

中文翻译:

铱/ f-安瓿催化苯并稠合环酮的高效不对称加氢

铱/ f-安瓿催化的各种苯并稠合的五元至七元环酮的不对称加氢反应已成功开发,提供了一系列手性苯并稠合的环状醇,具有优异的效果(产率为75%–99%,93%–> ee为99%,TON最高为297 000)。富含对映体的产品可用作一些重要的生物活性化合物合成的关键中间体或基序,例如用于治疗帕金森氏病的甲磺酸雷沙吉兰TVP-1012(抗惊厥药物依斯卡西平醋酸盐的对映体(BIA 2-093))。
更新日期:2018-10-07
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