铑催化的环戊烯不对称氢甲酰化反应：手性碳环核苷的合成。
Rhodium-Catalyzed Desymmetrization by Hydroformylation of Cyclopentenes: Synthesis of Chiral Carbocyclic Nucleosides.
机构信息
Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei, 430072, China.
出版信息
Angew Chem Int Ed Engl. 2016 May 23;55(22):6511-4. doi: 10.1002/anie.201601478. Epub 2016 Apr 18.
Excellent enantioselectivities (up to 97 % ee) and diastereoselectivities (up to >99:1 d.r.) have been achieved in the desymmetrization of cyclopentenes by catalytic hydroformylation. This novel methodology provides an efficient and concise synthetic route to chiral cyclopentane carboxaldehydes. The key intermediate, (1S,3S)-(3-hydroxymethyl)cyclopentanol, for the synthesis of carbocyclic-ddA was obtained in three steps.
通过催化氢甲酰化反应实现了环戊烯的去对称化反应，获得了优异的对映选择性（高达 97%ee）和非对映选择性（高达 >99:1 d.r.）。这种新方法为手性环戊烷甲醛提供了一种高效简洁的合成途径。用于合成碳环-ddA 的关键中间体（1S,3S）-（3-羟甲基）环戊醇，通过三步反应得到。
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