Rhodium-Catalyzed Desymmetrization by Hydroformylation of Cyclopentenes: Synthesis of Chiral Carbocyclic Nucleosides
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- 作者：Cai You ; Biao Wei ; Xiuxiu Li ; Yusheng Yang ; Yue Liu ; Prof. Dr. Hui Lv and Prof. Dr. Xumu Zhang
- 刊名：Angewandte Chemie International Edition
- 出版年：2016
- 出版时间：May 23, 2016
- 年：2016
- 卷：55
- 期：22
- 页码：6511-6514
- 全文大小：650K
- ISSN：1521-3773
文摘
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.