Rhodium‐Catalyzed Desymmetrization by Hydroformylation of Cyclopentenes: Synthesis of Chiral Carbocyclic Nucleosides
- 15 April 2016
- journal article
- zuschrift
- Published by Wiley in Angewandte Chemie
- Vol. 128 (22) , 6621-6624
Abstract
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.Keywords
Funding Information
- Wuhan University (203273463)
- Youth Chen-Guang Science and Technology Project of Wuhan City (2015071704011640)
- Natural Science Foundation of Hubei Province (2014CFB181)
- Ministry of Education of China
- National Natural Science Foundation of China (21372179, 21432007, 21402145)
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